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112811-71-9

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  • Moxifloxacin Intermediate 1-Cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylic acid ethyl ester CAS 112811-71-9

    Cas No: 112811-71-9

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  • High purity Various Specifications 1-Cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylic acid ethyl ester CAS:112811-71-9

    Cas No: 112811-71-9

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  • High quality 1-Cyclopropyl-6,7-Difluoro-1,4-Dihydro-8-Methoxy-4-Oxo-3-Quinoline Carboxylic Acid Ethyl Ester supplier in China

    Cas No: 112811-71-9

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  • 1-Cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylic acid ethyl ester CAS 112811-71-9 IN Stock

    Cas No: 112811-71-9

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112811-71-9 Usage

Chemical Properties

Pale Yellow Solid

Uses

Different sources of media describe the Uses of 112811-71-9 differently. You can refer to the following data:
1. Gatifloxacin intermediate
2. Gatifloxacin intermediate.

Check Digit Verification of cas no

The CAS Registry Mumber 112811-71-9 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,1,2,8,1 and 1 respectively; the second part has 2 digits, 7 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 112811-71:
(8*1)+(7*1)+(6*2)+(5*8)+(4*1)+(3*1)+(2*7)+(1*1)=89
89 % 10 = 9
So 112811-71-9 is a valid CAS Registry Number.
InChI:InChI=1/C16H15F2NO4/c1-3-23-16(21)10-7-19(8-4-5-8)13-9(14(10)20)6-11(17)12(18)15(13)22-2/h6-8H,3-5H2,1-2H3

112811-71-9 Well-known Company Product Price

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  • TCI America

  • (E1147)  Ethyl 1-Cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylate  >98.0%(GC)

  • 112811-71-9

  • 1g

  • 490.00CNY

  • Detail
  • TCI America

  • (E1147)  Ethyl 1-Cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylate  >98.0%(GC)

  • 112811-71-9

  • 5g

  • 1,590.00CNY

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112811-71-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name 1-Cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylic Acid Ethyl Ester

1.2 Other means of identification

Product number -
Other names Ethyl 1-Cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylate

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:112811-71-9 SDS

112811-71-9Synthetic route

ethyl α(Z)-[(diethylamino)methylene]-2,4,5-trifluoro-3-methoxy-β-oxo-benzenepropanoate

ethyl α(Z)-[(diethylamino)methylene]-2,4,5-trifluoro-3-methoxy-β-oxo-benzenepropanoate

Cyclopropylamine
765-30-0

Cyclopropylamine

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate
112811-71-9

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate

Conditions
ConditionsYield
Stage #1: ethyl α(Z)-[(diethylamino)methylene]-2,4,5-trifluoro-3-methoxy-β-oxo-benzenepropanoate; Cyclopropylamine In diethyl ether; ethanol at 20℃; for 3h;
Stage #2: With potassium carbonate In N,N-dimethyl-formamide at 100℃; for 5h;
82%
ethyl 2-(3-methoxy-2,4,5-trifluorobenzoyl)-3-(cyclopropylamino)acrylate

ethyl 2-(3-methoxy-2,4,5-trifluorobenzoyl)-3-(cyclopropylamino)acrylate

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate
112811-71-9

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran for 18h;81%
In tetrahydrofuran; mineral oil75%
With sodium hydride In tetrahydrofuran at 20 - 40℃; for 2h;
N,N-dimethylaminoacrylic acid ethyl ester
16173-58-3

N,N-dimethylaminoacrylic acid ethyl ester

Cyclopropylamine
765-30-0

Cyclopropylamine

2,4,5-trifluoro-3-methoxybenzoyl chloride
112811-66-2

2,4,5-trifluoro-3-methoxybenzoyl chloride

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate
112811-71-9

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate

Conditions
ConditionsYield
Stage #1: N,N-dimethylaminoacrylic acid ethyl ester; 2,4,5-trifluoro-3-methoxybenzoyl chloride With triethylamine In ethyl acetate at 60 - 80℃; for 3h;
Stage #2: Cyclopropylamine With acetic acid In ethyl acetate for 0.5h; Temperature;
63.16%
ethyl 3-(cyclopropylamino)-2-(2,4,5-trifluoro-3-methoxybenzoyl)acrylate
112811-70-8

ethyl 3-(cyclopropylamino)-2-(2,4,5-trifluoro-3-methoxybenzoyl)acrylate

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate
112811-71-9

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 100℃; for 5h;
With potassium carbonate In N,N-dimethyl-formamide at 100℃; for 5h;627 mg
With potassium carbonate In dimethyl sulfoxide
ethyl α(E)-[(diethylamino)methylene]-2,4,5-trifluoro-3-methoxy-β-oxo-benzenepropanoate
925457-02-9

ethyl α(E)-[(diethylamino)methylene]-2,4,5-trifluoro-3-methoxy-β-oxo-benzenepropanoate

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate
112811-71-9

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: ethanol; diethyl ether / 3 h / 20 °C
2: 627 mg / K2CO3 / dimethylformamide / 5 h / 100 °C
View Scheme
3-methoxy-2,4,5-trifluorobenzoic acid
112811-65-1

3-methoxy-2,4,5-trifluorobenzoic acid

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate
112811-71-9

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: oxalyl chloride; DMF / CH2Cl2 / 24 h / 20 °C
2: 1.88 g / Et3N / toluene / 5 h / 90 °C
3: ethanol; diethyl ether / 3 h / 20 °C
4: 627 mg / K2CO3 / dimethylformamide / 5 h / 100 °C
View Scheme
Multi-step reaction with 5 steps
1: oxalyl chloride, DMF / CH2Cl2 / 18 h / Ambient temperature
2: 1.) n-BuLi, 2,2'-bipyridyl / 1.) THF, hexane, from -20 deg C to -5 deg C, 2.) THF, hexane, -30 deg C, 2 h
3: acetic anhydride / 22 h / Heating
4: ethanol / 18 h / Ambient temperature
5: 81 percent / NaH / tetrahydrofuran / 18 h
View Scheme
Multi-step reaction with 4 steps
1: oxalyl dichloride / N,N-dimethyl-formamide; dichloromethane / 24 h
2: triethylamine / toluene / 5 h / 90 °C
3: diethyl ether; ethanol / 3 h / 25 °C
4: potassium carbonate / N,N-dimethyl-formamide / 5 h / 90 °C
View Scheme
2,4,5-trifluoro-3-methoxybenzoyl chloride
112811-66-2

2,4,5-trifluoro-3-methoxybenzoyl chloride

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate
112811-71-9

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 1.88 g / Et3N / toluene / 5 h / 90 °C
2: ethanol; diethyl ether / 3 h / 20 °C
3: 627 mg / K2CO3 / dimethylformamide / 5 h / 100 °C
View Scheme
Multi-step reaction with 3 steps
1: NEt3 / toluene / 5 h / 90 °C
2: ethanol; diethyl ether / 3 h / 20 °C
3: potassium carbonate / dimethylformamide / 5 h / 100 °C
View Scheme
Multi-step reaction with 4 steps
1: 1.) n-BuLi, 2,2'-bipyridyl / 1.) THF, hexane, from -20 deg C to -5 deg C, 2.) THF, hexane, -30 deg C, 2 h
2: acetic anhydride / 22 h / Heating
3: ethanol / 18 h / Ambient temperature
4: 81 percent / NaH / tetrahydrofuran / 18 h
View Scheme
ethyl 3-(N,N-diethylamino)acrylate

ethyl 3-(N,N-diethylamino)acrylate

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate
112811-71-9

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: NEt3 / toluene / 5 h / 90 °C
2: ethanol; diethyl ether / 3 h / 20 °C
3: potassium carbonate / dimethylformamide / 5 h / 100 °C
View Scheme
(Z)-3-Diethylamino-2-(2,4,5-trifluoro-3-methoxy-benzoyl)-acrylic acid ethyl ester
722542-90-7

(Z)-3-Diethylamino-2-(2,4,5-trifluoro-3-methoxy-benzoyl)-acrylic acid ethyl ester

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate
112811-71-9

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: ethanol; diethyl ether / 3 h / 20 °C
2: potassium carbonate / dimethylformamide / 5 h / 100 °C
View Scheme
Multi-step reaction with 2 steps
1: diethyl ether; ethanol / 3 h / 25 °C
2: potassium carbonate / N,N-dimethyl-formamide / 5 h / 90 °C
View Scheme
methyl 3-methoxy-2,4,5-trifluorobenzoate
136897-64-8

methyl 3-methoxy-2,4,5-trifluorobenzoate

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate
112811-71-9

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: 61 percent / 1.0 N aq. NaOH / methanol / 3 h / Ambient temperature
2: oxalyl chloride, DMF / CH2Cl2 / 18 h / Ambient temperature
3: 1.) n-BuLi, 2,2'-bipyridyl / 1.) THF, hexane, from -20 deg C to -5 deg C, 2.) THF, hexane, -30 deg C, 2 h
4: acetic anhydride / 22 h / Heating
5: ethanol / 18 h / Ambient temperature
6: 81 percent / NaH / tetrahydrofuran / 18 h
View Scheme
ethyl 3-methoxy-2,4,5-trifluorobenzoylacetate
112811-68-4

ethyl 3-methoxy-2,4,5-trifluorobenzoylacetate

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate
112811-71-9

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: acetic anhydride / 22 h / Heating
2: ethanol / 18 h / Ambient temperature
3: 81 percent / NaH / tetrahydrofuran / 18 h
View Scheme
Multi-step reaction with 3 steps
1: acetic anhydride / 11 h
2: ethanol / 2 h / 20 °C
3: sodiumfluoride / N,N-dimethyl-formamide / 5 h
View Scheme
ethyl 3-ethoxy-2-(2,4,5-trifluoro-3-methoxybenzoyl)acrylate
122375-85-3

ethyl 3-ethoxy-2-(2,4,5-trifluoro-3-methoxybenzoyl)acrylate

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate
112811-71-9

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: ethanol / 18 h / Ambient temperature
2: 81 percent / NaH / tetrahydrofuran / 18 h
View Scheme
Multi-step reaction with 2 steps
1: ethanol / 2 h / 20 °C
2: sodiumfluoride / N,N-dimethyl-formamide / 5 h
View Scheme
ethyl 3-cyclopropylamino-2-(3-methoxy-2,4,5-trifluorobenzoyl)acrylate

ethyl 3-cyclopropylamino-2-(3-methoxy-2,4,5-trifluorobenzoyl)acrylate

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate
112811-71-9

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate

Conditions
ConditionsYield
With hydrogenchloride In tetrahydrofuran; mineral oil
ethyl 3-(diethylamino)acrylate
13894-28-5

ethyl 3-(diethylamino)acrylate

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate
112811-71-9

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: triethylamine / toluene / 5 h / 90 °C
2.1: ethanol; diethyl ether / 3 h / 20 °C
2.2: 5 h / 100 °C
View Scheme
2,4,5-trifluoro-3-methoxy-benzamide
112811-64-0

2,4,5-trifluoro-3-methoxy-benzamide

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate
112811-71-9

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: sulfuric acid / 3.5 h / 100 °C
2: thionyl chloride / 3 h
3: magnesium ethylate / toluene
4: toluene-4-sulfonic acid / water / 9 h
5: acetic anhydride / 11 h
6: ethanol / 2 h / 20 °C
7: sodiumfluoride / N,N-dimethyl-formamide / 5 h
View Scheme
3-methoxy-2,4,5-trifluorobenzonitrile
112811-63-9

3-methoxy-2,4,5-trifluorobenzonitrile

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate
112811-71-9

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1: sulfuric acid; water / 1 h / 110 °C
2: sulfuric acid / 3.5 h / 100 °C
3: thionyl chloride / 3 h
4: magnesium ethylate / toluene
5: toluene-4-sulfonic acid / water / 9 h
6: acetic anhydride / 11 h
7: ethanol / 2 h / 20 °C
8: sodiumfluoride / N,N-dimethyl-formamide / 5 h
View Scheme
diethyl 3-methoxy-2,4,5-trifluorobenzoylmalonate
112811-67-3

diethyl 3-methoxy-2,4,5-trifluorobenzoylmalonate

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate
112811-71-9

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: toluene-4-sulfonic acid / water / 9 h
2: acetic anhydride / 11 h
3: ethanol / 2 h / 20 °C
4: sodiumfluoride / N,N-dimethyl-formamide / 5 h
View Scheme
1-bromo-2,4,5-trifluoro-3-methoxybenzene
13332-24-6

1-bromo-2,4,5-trifluoro-3-methoxybenzene

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate
112811-71-9

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate

Conditions
ConditionsYield
Multi-step reaction with 9 steps
1: 1-methyl-pyrrolidin-2-one / 4.5 h / 140 - 150 °C
2: sulfuric acid; water / 1 h / 110 °C
3: sulfuric acid / 3.5 h / 100 °C
4: thionyl chloride / 3 h
5: magnesium ethylate / toluene
6: toluene-4-sulfonic acid / water / 9 h
7: acetic anhydride / 11 h
8: ethanol / 2 h / 20 °C
9: sodiumfluoride / N,N-dimethyl-formamide / 5 h
View Scheme
N-methyl-tetrafluorophthalimide
33795-85-6

N-methyl-tetrafluorophthalimide

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate
112811-71-9

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: sodium hydroxide / 10 h / Reflux
1.2: 8 h / 70 - 105 °C
2.1: 2 h / 35 - 80 °C / pH 8.55 - > 12 / Alkaline conditions
3.1: thionyl chloride / 5 h / 80 °C
4.1: triethylamine / toluene / 3 h / 55 °C
5.1: toluene / 2 h / 30 - 45 °C
6.1: potassium fluoride; tetrabutylammomium bromide / N,N-dimethyl-formamide / 6 h / 120 °C / 1125.11 Torr
View Scheme
2,4,5-trifluoro-3-hydroxybenzoic acid
116751-24-7

2,4,5-trifluoro-3-hydroxybenzoic acid

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate
112811-71-9

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 2 h / 35 - 80 °C / pH 8.55 - > 12 / Alkaline conditions
2: thionyl chloride / 5 h / 80 °C
3: triethylamine / toluene / 3 h / 55 °C
4: toluene / 2 h / 30 - 45 °C
5: potassium fluoride; tetrabutylammomium bromide / N,N-dimethyl-formamide / 6 h / 120 °C / 1125.11 Torr
View Scheme
cyclopropyl bromide
4333-56-6

cyclopropyl bromide

6,7-difluoro-8-hydroxy-1,4-dihydro-4-oxoquinoline-3-carboxylic acid ethyl ester
121996-72-3

6,7-difluoro-8-hydroxy-1,4-dihydro-4-oxoquinoline-3-carboxylic acid ethyl ester

methyl iodide
74-88-4

methyl iodide

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate
112811-71-9

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate

Conditions
ConditionsYield
Stage #1: 6,7-difluoro-8-hydroxy-1,4-dihydro-4-oxoquinoline-3-carboxylic acid ethyl ester; methyl iodide With sodium carbonate In toluene at 25℃;
Stage #2: cyclopropyl bromide In toluene Reflux;
150.81 g
ethyl α<(N,N-dimethylamino)methylene>-2,3,4,5-tetrafluoro-β-oxobenzenepropanoate
138998-47-7

ethyl α<(N,N-dimethylamino)methylene>-2,3,4,5-tetrafluoro-β-oxobenzenepropanoate

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate
112811-71-9

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: ethyl acetate / 5 h / 25 °C
2.1: potassium carbonate / toluene / Reflux
3.1: sulfuric acid / water / 5 h / 25 °C
4.1: potassium carbonate / benzene / 25 °C
4.2: Reflux
View Scheme
Multi-step reaction with 4 steps
1.1: ethyl acetate / 5 h / 25 °C
2.1: potassium carbonate / toluene / Reflux
3.1: sulfuric acid / water / 5 h / 25 °C
4.1: sodium carbonate / toluene / 25 °C
4.2: Reflux
View Scheme
Multi-step reaction with 4 steps
1.1: ethyl acetate / 5 h / 25 °C
2.1: potassium carbonate / toluene / Reflux
3.1: sulfuric acid / water / 5 h / 25 °C
4.1: potassium carbonate / 25 °C
4.2: Reflux
View Scheme
cyclopropyl benzenesulfonate

cyclopropyl benzenesulfonate

6,7-difluoro-8-hydroxy-1,4-dihydro-4-oxoquinoline-3-carboxylic acid ethyl ester
121996-72-3

6,7-difluoro-8-hydroxy-1,4-dihydro-4-oxoquinoline-3-carboxylic acid ethyl ester

Methyl benzenesulfonate
80-18-2

Methyl benzenesulfonate

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate
112811-71-9

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate

Conditions
ConditionsYield
Stage #1: 6,7-difluoro-8-hydroxy-1,4-dihydro-4-oxoquinoline-3-carboxylic acid ethyl ester; Methyl benzenesulfonate With potassium carbonate at 25℃;
Stage #2: cyclopropyl benzenesulfonate Reflux;
125.17g
2-(2,3,4,5-tetrafluorophenyl)formyl-3-(1-hydroxy-1-phenylmethyl)amino acrylic acid ethyl ester

2-(2,3,4,5-tetrafluorophenyl)formyl-3-(1-hydroxy-1-phenylmethyl)amino acrylic acid ethyl ester

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate
112811-71-9

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: potassium carbonate / toluene / Reflux
2.1: sulfuric acid / water / 5 h / 25 °C
3.1: potassium carbonate / benzene / 25 °C
3.2: Reflux
View Scheme
Multi-step reaction with 3 steps
1.1: potassium carbonate / toluene / Reflux
2.1: sulfuric acid / water / 5 h / 25 °C
3.1: sodium carbonate / toluene / 25 °C
3.2: Reflux
View Scheme
Multi-step reaction with 3 steps
1.1: potassium carbonate / toluene / Reflux
2.1: sulfuric acid / water / 5 h / 25 °C
3.1: potassium carbonate / 25 °C
3.2: Reflux
View Scheme
dimethylphosphoric acid
813-78-5

dimethylphosphoric acid

cyclopropyl chloride
7393-45-5

cyclopropyl chloride

6,7-difluoro-8-hydroxy-1,4-dihydro-4-oxoquinoline-3-carboxylic acid ethyl ester
121996-72-3

6,7-difluoro-8-hydroxy-1,4-dihydro-4-oxoquinoline-3-carboxylic acid ethyl ester

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate
112811-71-9

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate

Conditions
ConditionsYield
Stage #1: dimethylphosphoric acid; 6,7-difluoro-8-hydroxy-1,4-dihydro-4-oxoquinoline-3-carboxylic acid ethyl ester With potassium carbonate In benzene at 25℃;
Stage #2: cyclopropyl chloride In benzene Reflux;
144.78g
C19H13F2NO4

C19H13F2NO4

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate
112811-71-9

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: sulfuric acid / water / 5 h / 25 °C
2.1: potassium carbonate / benzene / 25 °C
2.2: Reflux
View Scheme
Multi-step reaction with 2 steps
1.1: sulfuric acid / water / 5 h / 25 °C
2.1: sodium carbonate / toluene / 25 °C
2.2: Reflux
View Scheme
Multi-step reaction with 2 steps
1.1: sulfuric acid / water / 5 h / 25 °C
2.1: potassium carbonate / 25 °C
2.2: Reflux
View Scheme
boric acid
11113-50-1

boric acid

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate
112811-71-9

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate

1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinoline carboxylic acid-O3,O4(bis(acyloxy-O)) borate
139693-52-0

1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinoline carboxylic acid-O3,O4(bis(acyloxy-O)) borate

Conditions
ConditionsYield
Stage #1: boric acid With acetic anhydride at 90℃; for 1h;
Stage #2: ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate at 110℃; for 2h; Temperature;
99%
boric acid
11113-50-1

boric acid

acetic anhydride
108-24-7

acetic anhydride

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate
112811-71-9

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate

C20H22BF2NO8

C20H22BF2NO8

Conditions
ConditionsYield
Stage #1: boric acid; acetic anhydride With zinc(II) chloride at 60 - 115℃; for 1h;
Stage #2: ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate at 55 - 110℃; for 3h;
98.9%
boric acid
11113-50-1

boric acid

acetic anhydride
108-24-7

acetic anhydride

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate
112811-71-9

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate

1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinoline carboxylic acid-O3,O4(bis(acyloxy-O)) borate
139693-52-0

1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinoline carboxylic acid-O3,O4(bis(acyloxy-O)) borate

Conditions
ConditionsYield
Stage #1: boric acid; acetic anhydride at 100 - 110℃; for 1.5h;
Stage #2: ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate at 90 - 100℃;
98%
Stage #1: boric acid; acetic anhydride With acetic acid at 100 - 110℃; for 1h; Large scale;
Stage #2: ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate at 70 - 110℃; for 2h; Large scale;
93%
Stage #1: boric acid; acetic anhydride at 75 - 140℃; for 1h;
Stage #2: ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate at 100 - 105℃; for 1h;
ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate
112811-71-9

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate

1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylic acid
112811-72-0

1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylic acid

Conditions
ConditionsYield
With hydrogenchloride In methanol; water at 65℃; for 15h; Solvent; Temperature;96.83%
With sulfuric acid; acetic acid In water for 2h; Reflux;95.92%
With hydrogenchloride for 3h; Heating;90%
propionic acid anhydride
123-62-6

propionic acid anhydride

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate
112811-71-9

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate

1-cyclopropyl-6,7-difluoro-8-methoxy-4-oxo-1,4-dihydro-3-quinoline carboxylic acid-O3,O4-bis(propyloxy-O)borate
496919-99-4

1-cyclopropyl-6,7-difluoro-8-methoxy-4-oxo-1,4-dihydro-3-quinoline carboxylic acid-O3,O4-bis(propyloxy-O)borate

Conditions
ConditionsYield
Stage #1: propionic acid anhydride With boric acid at 80 - 90℃; for 2h; Heating / reflux;
Stage #2: ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate at 70 - 100℃; for 4h;
96%
Stage #1: propionic acid anhydride With boron trioxide In propionic acid at 150℃; for 5h;
Stage #2: ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate In propionic acid at 50 - 115℃; for 4h;
91.2%
boric acid
11113-50-1

boric acid

propionic acid anhydride
123-62-6

propionic acid anhydride

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate
112811-71-9

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate

1-cyclopropyl-6,7-difluoro-8-methoxy-4-oxo-1,4-dihydro-3-quinoline carboxylic acid-O3,O4-bis(propyloxy-O)borate
496919-99-4

1-cyclopropyl-6,7-difluoro-8-methoxy-4-oxo-1,4-dihydro-3-quinoline carboxylic acid-O3,O4-bis(propyloxy-O)borate

Conditions
ConditionsYield
Stage #1: boric acid; propionic acid anhydride at 80 - 90℃; for 2h; Reflux;
Stage #2: ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate at 70 - 100℃;
96%
boric acid
11113-50-1

boric acid

acetic anhydride
108-24-7

acetic anhydride

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate
112811-71-9

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate

C18H17BF2NO8

C18H17BF2NO8

Conditions
ConditionsYield
Stage #1: boric acid; acetic anhydride With zinc(II) chloride for 1.5h; Heating;
Stage #2: ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate With acetic acid for 5h;
95.9%
ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate
112811-71-9

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate

(1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-(oxo-κO)-3-quinoline-carboxylato-κO3)difluoro-Boron

(1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-(oxo-κO)-3-quinoline-carboxylato-κO3)difluoro-Boron

Conditions
ConditionsYield
With tetrafluoroboric acid In water at 30 - 100℃; for 5h;95.8%
With boron trifluoride diethyl etherate In tetrahydrofuran for 48h; Heating;78%
With boron trifluoride diethyl etherate In tetrahydrofuran for 48h; Reflux; Inert atmosphere;56%
With boron trifluoride diethyl etherate; potassium carbonate In tetrahydrofuran
ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate
112811-71-9

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate

1-cyclopropyl-6,7-difluoro-8-methoxy-4-oxo-1,4-dihydro-3-quinoline carboxylic acid (O3,O4)bis(acyloxy-O)borate
139678-43-6

1-cyclopropyl-6,7-difluoro-8-methoxy-4-oxo-1,4-dihydro-3-quinoline carboxylic acid (O3,O4)bis(acyloxy-O)borate

Conditions
ConditionsYield
Stage #1: acetic anhydride With boric acid at 70 - 90℃; for 1h; Heating / reflux;
Stage #2: ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate at 100 - 105℃; for 1h;
95.2%
tetrafluoroboric acid

tetrafluoroboric acid

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate
112811-71-9

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate

(1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-(oxo-κO)-3-quinoline-carboxylato-κO3)difluoro-Boron

(1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-(oxo-κO)-3-quinoline-carboxylato-κO3)difluoro-Boron

Conditions
ConditionsYield
With poly(methylhydrosiloxane) at 100℃; for 7h; Product distribution / selectivity;95%
With Hexamethyldisiloxane at 100℃; for 7h; Product distribution / selectivity;92%
acetic anhydride
108-24-7

acetic anhydride

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate
112811-71-9

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate

1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinoline carboxylic acid-O3,O4(bis(acyloxy-O)) borate
139693-52-0

1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinoline carboxylic acid-O3,O4(bis(acyloxy-O)) borate

Conditions
ConditionsYield
Stage #1: acetic anhydride With boron oxide In acetic acid at 110℃; for 2.5h;
Stage #2: ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate In acetic acid at 50 - 90℃; for 4h; Temperature;
94.8%
Stage #1: acetic anhydride With boric acid at 75 - 140℃;
Stage #2: ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate at 70 - 105℃;
butanoic acid anhydride
106-31-0

butanoic acid anhydride

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate
112811-71-9

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate

C22H24BF2NO8

C22H24BF2NO8

Conditions
ConditionsYield
Stage #1: butanoic acid anhydride With boron trioxide at 180℃; for 5h;
Stage #2: ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate at 50 - 115℃; for 4h;
94.8%
benzoic acid anhydride
93-97-0

benzoic acid anhydride

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate
112811-71-9

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate

C28H20BF2NO8

C28H20BF2NO8

Conditions
ConditionsYield
Stage #1: benzoic acid anhydride With boron trioxide at 200℃; for 5h;
Stage #2: ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate at 50 - 200℃; for 4h;
93.2%
boric acid
11113-50-1

boric acid

propionic acid anhydride
123-62-6

propionic acid anhydride

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate
112811-71-9

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate

C20H20BF2NO8

C20H20BF2NO8

Conditions
ConditionsYield
With glycine at 80 - 98℃; for 2.5h; Temperature; Inert atmosphere;92.9%
acetic anhydride
108-24-7

acetic anhydride

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate
112811-71-9

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate

boron trioxide
1103242-32-5

boron trioxide

1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinoline carboxylic acid-O3,O4(bis(acyloxy-O)) borate
139693-52-0

1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinoline carboxylic acid-O3,O4(bis(acyloxy-O)) borate

Conditions
ConditionsYield
Stage #1: acetic anhydride; boron trioxide With acetic acid at 90 - 100℃; for 2h;
Stage #2: ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate at 50 - 60℃; for 5h; Temperature;
91.1%
ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate
112811-71-9

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate

trifluoroacetic anhydride
407-25-0

trifluoroacetic anhydride

C18H10BF8NO8

C18H10BF8NO8

Conditions
ConditionsYield
Stage #1: trifluoroacetic anhydride With boron trioxide In trifluoroacetic acid at 80℃; for 4h;
Stage #2: ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate In trifluoroacetic acid at 30 - 80℃; for 2h;
90.2%
ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate
112811-71-9

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate

(1S,6S)-2,8-diazabicyclo[4.3.0]nonane
151213-40-0

(1S,6S)-2,8-diazabicyclo[4.3.0]nonane

moxifloxacin hydrochloride
186826-86-8

moxifloxacin hydrochloride

Conditions
ConditionsYield
Stage #1: ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate With boric acid; acetic anhydride at 90 - 100℃; for 3h;
Stage #2: With triethylamine In acetonitrile at 20℃; for 0.5h;
Stage #3: (1S,6S)-2,8-diazabicyclo[4.3.0]nonane Temperature; Solvent; Reagent/catalyst; Further stages;
89.78%
ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate
112811-71-9

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate

1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-hydroxy-4-oxo-3-quinoline carboxylic acid
154093-72-8

1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-hydroxy-4-oxo-3-quinoline carboxylic acid

Conditions
ConditionsYield
With water; hydrogen bromide; acetic acid at 100℃;89.6%
triethyl borate
150-46-9

triethyl borate

acetic anhydride
108-24-7

acetic anhydride

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate
112811-71-9

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate

1-cyclopropyl-6,7-difluoro-8-methoxy-4-oxo-1,4-dihydro-3-quinoline carboxylic acid (O3,O4)bis(acyloxy-O)borate
139678-43-6

1-cyclopropyl-6,7-difluoro-8-methoxy-4-oxo-1,4-dihydro-3-quinoline carboxylic acid (O3,O4)bis(acyloxy-O)borate

Conditions
ConditionsYield
With acetic acid; zinc(II) chloride at 40 - 70℃; for 3h; Temperature;88.2%
ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate
112811-71-9

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate

1-cyclopropyl-6,7-difluoro-1,4-dihydro-5-nitro-8-methoxy-4-oxoquinoline-3-carboxylic acid
112811-77-5

1-cyclopropyl-6,7-difluoro-1,4-dihydro-5-nitro-8-methoxy-4-oxoquinoline-3-carboxylic acid

Conditions
ConditionsYield
With potassium nitrite; sulfuric acid at 20℃; for 6h;88%
Multi-step reaction with 2 steps
1: sulfuric acid; water / acetic acid / 1 h
2: potassium nitrate / sulfuric acid / 0.75 h / 5 °C
View Scheme
ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate
112811-71-9

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate

A

1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-hydroxy-4-oxo-3-quinoline carboxylic acid
154093-72-8

1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-hydroxy-4-oxo-3-quinoline carboxylic acid

B

C12H9F2NO2

C12H9F2NO2

Conditions
ConditionsYield
With hydrogen bromide In water at 100℃; for 18h;A 86%
B 10%
(RS)-2-methylpiperazine
109-07-9

(RS)-2-methylpiperazine

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate
112811-71-9

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate

Conditions
ConditionsYield
Stage #1: ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate With boric acid; acetic anhydride; zinc(II) chloride at 80℃; for 2h;
Stage #2: (RS)-2-methylpiperazine With triethylamine In acetonitrile at 20℃;
80.67%
boron trifluoride diethyl etherate
109-63-7

boron trifluoride diethyl etherate

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate
112811-71-9

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate

1-cyclopropyl-1,4-dihydro-6,7-difluoro-8-methoxy-4-oxo-quinoline-3-carboxylic acid difluoroborate ester
847233-56-1

1-cyclopropyl-1,4-dihydro-6,7-difluoro-8-methoxy-4-oxo-quinoline-3-carboxylic acid difluoroborate ester

Conditions
ConditionsYield
With potassium carbonate In tetrahydrofuran for 96h; Reflux;78%
C15H18N2O2

C15H18N2O2

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate
112811-71-9

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate

C31H32FN3O6

C31H32FN3O6

Conditions
ConditionsYield
With triethylamine In N,N-dimethyl-formamide at 62.5℃; for 24h; Solvent; Reagent/catalyst; Temperature;78%
ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate
112811-71-9

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate

ethyl 1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-5-nitro-4-oxo-3-quinolinecarboxylate
172602-78-7

ethyl 1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-5-nitro-4-oxo-3-quinolinecarboxylate

Conditions
ConditionsYield
With sulfuric acid; potassium nitrate for 18h; Ambient temperature;70%
ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate
112811-71-9

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate

tert-butyl (1R,5S,6R)-3-azabicyclo[3.1.0]hexan-6-ylcarbamate
134575-17-0

tert-butyl (1R,5S,6R)-3-azabicyclo[3.1.0]hexan-6-ylcarbamate

1-cyclopropyl-7-[(1α,5α,6α)-6-[[(1,1-dimethylethoxy)carbonyl]amino]-3-azabicyclo[3.1.0]hex-3-yl]-6-fluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylic acid
925457-06-3

1-cyclopropyl-7-[(1α,5α,6α)-6-[[(1,1-dimethylethoxy)carbonyl]amino]-3-azabicyclo[3.1.0]hex-3-yl]-6-fluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylic acid

Conditions
ConditionsYield
Stage #1: ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate With boron trifluoride diethyl etherate In tetrahydrofuran Heating;
Stage #2: tert-butyl (1R,5S,6R)-3-azabicyclo[3.1.0]hexan-6-ylcarbamate In acetonitrile for 168h; Heating;
ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate
112811-71-9

ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate

(1α,5α,6α)-6-(tert-butoxycarbonyl)aminomethylene-3-azabicyclo[3.1.0]hexane
134575-12-5

(1α,5α,6α)-6-(tert-butoxycarbonyl)aminomethylene-3-azabicyclo[3.1.0]hexane

1-cyclopropyl-7-[(1α,5α,6α)-6-[[[(1,1-dimethylethoxy)carbonyl]amino]-methyl]-3-azabicyclo[3.1.0]hex-3-yl]-6-fluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylic acid
925457-07-4

1-cyclopropyl-7-[(1α,5α,6α)-6-[[[(1,1-dimethylethoxy)carbonyl]amino]-methyl]-3-azabicyclo[3.1.0]hex-3-yl]-6-fluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylic acid

Conditions
ConditionsYield
Stage #1: ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate With boron trifluoride diethyl etherate In tetrahydrofuran Heating;
Stage #2: (1α,5α,6α)-6-(tert-butoxycarbonyl)aminomethylene-3-azabicyclo[3.1.0]hexane In acetonitrile for 168h; Heating;

112811-71-9Relevant articles and documents

COMPOUNDS TARGETING RNA-BINDING PROTEINS OR RNA-MODIFYING PROTEINS

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Page/Page column 59; 61, (2021/09/11)

The invention relates to a compound represented by Formula (I): or a pharmaceutically acceptable salt thereof, compositions comprising the same and methods of preparing and using the same. The variables are described herein.

Gatifloxacin and synthesis method thereof

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Paragraph 0061-0062; 0065-0066; 0069-0070, (2020/03/23)

The invention relates to a gatifloxacin and a synthesis method thereof. The synthesis method comprises the following steps: uniformly mixing N,N-dimethylaminoethyl acrylate, 2,4,5-trifluoro-3-methoxybenzoylchloride, ethyl acetate and triethylamine, and carrying out a complete reaction so as to obtain a first intermediate; uniformly mixing the first intermediate with acetic acid and cyclopropylamine, and carrying out a complete reaction to obtain a second intermediate; uniformly mixing the second intermediate with a strong base, and carrying out a complete reaction to obtain gatifloxacin cyclization ester; carrying out an ester exchange reaction on the gatifloxacin cycliztion ester to so as to obtain a third intermediate; uniformly mixing the third intermediate with 2-methylpiperazine, carrying out a complete reaction, and hydrolyzing and acidifying the obtained reaction product to obtain the gatifloxacin, wherein the strong base is selected from at least one of sodium hydroxide and potassium hydroxide. The synthesis method of gatifloxacin adopts the sodium hydroxide and potassium hydroxide to carry out the cyclization reaction, so that the cyclization reaction time is greatly shortened, and the time cost for synthesizing gatifloxacin is reduced.

Novel fluoroquinolones and use thereof to treat bacterial infections

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, (2016/01/12)

The present invention relates to novel fluoroquinolones possessing a piperazine moiety substituted by a long alkyl chain, pharmaceutical compositions or medicament containing them and use thereof to treat bacterial infection.

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