- 1-Cyclopropyl-6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid
- 1-Cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylic acid
- 1-Cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylic acid ethyl ester
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Cas Database |
| Name |
1-Cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylic acid ethyl ester |
EINECS | 620-302-1 |
| CAS No. | 112811-71-9 | Density | 1.415 g/cm3 |
| PSA | 57.53000 | LogP | 2.79990 |
| Solubility | N/A | Melting Point |
179-181 °C |
| Formula | C16H15F2NO4 | Boiling Point | 459.695 °C at 760 mmHg |
| Molecular Weight | 323.296 | Flash Point | 231.816 °C |
| Transport Information | N/A | Appearance | Pale yellow solid |
| Safety | Risk Codes | N/A | |
| Molecular Structure |
|
Hazard Symbols | N/A |
| Synonyms |
Ethyl1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylate;Ethyl1-cyclopropyl-6,7-difluoro-8-methoxy-4-oxo-1,4-dihydro-3-quinolinecarboxylate;3-Quinolinecarboxylicacid, 1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-, ethyl ester; |
Article Data | 15 |
1-Cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylic acid ethyl ester Synthetic route
- 765-30-0
Cyclopropylamine
- 112811-71-9
ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate
| Conditions | Yield |
|---|---|
| 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% |
- 112811-71-9
ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate
| Conditions | Yield |
|---|---|
| With sodium hydride In tetrahydrofuran for 18h; | 81% |
| In tetrahydrofuran; mineral oil | 75% |
| With sodium hydride In tetrahydrofuran at 20 - 40℃; for 2h; |
- 16173-58-3
N,N-dimethylaminoacrylic acid ethyl ester
- 765-30-0
Cyclopropylamine
- 112811-66-2
2,4,5-trifluoro-3-methoxybenzoyl chloride
- 112811-71-9
ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate
| Conditions | Yield |
|---|---|
| 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% |
- 112811-70-8
ethyl 3-(cyclopropylamino)-2-(2,4,5-trifluoro-3-methoxybenzoyl)acrylate
- 112811-71-9
ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate
| Conditions | Yield |
|---|---|
| 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 |
- 925457-02-9
ethyl α(E)-[(diethylamino)methylene]-2,4,5-trifluoro-3-methoxy-β-oxo-benzenepropanoate
- 112811-71-9
ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate
| Conditions | Yield |
|---|---|
| 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 |
- 112811-65-1
3-methoxy-2,4,5-trifluorobenzoic acid
- 112811-71-9
ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate
| Conditions | Yield |
|---|---|
| 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 |
- 112811-66-2
2,4,5-trifluoro-3-methoxybenzoyl chloride
- 112811-71-9
ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate
| Conditions | Yield |
|---|---|
| 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 |
- 112811-71-9
ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate
| Conditions | Yield |
|---|---|
| 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 |
- 722542-90-7
(Z)-3-Diethylamino-2-(2,4,5-trifluoro-3-methoxy-benzoyl)-acrylic acid ethyl ester
- 112811-71-9
ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate
| Conditions | Yield |
|---|---|
| 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 |
- 136897-64-8
methyl 3-methoxy-2,4,5-trifluorobenzoate
- 112811-71-9
ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate
| Conditions | Yield |
|---|---|
| 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 |
1-Cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylic acid ethyl ester Chemical Properties
Following is the structure of 1-Cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylic acid ethyl ester (CAS NO.112811-71-9):
Empirical Formula: C16H15F2NO4
Molecular Weight: 323.2914 g/mol
Molar Refractivity: 75.852 cm3
Molar Volume: 228.539 cm3
Density: 1.415 g/cm3
Flash Point: 231.816 °C
Melting point: 179-181 °C
Index of Refraction: 1.578
Surface Tension: 52.654 dyne/cm
Enthalpy of Vaporization: 72.023 kJ/mol
Boiling Point: 459.695 °C at 760 mmHg
Product Categories: Intermediates & Fine Chemicals; Pharmaceuticals
Appearance: Pale Yellow Solid
SMILES: Fc3c(F)c(OC)c1c(C(=O)\C(=C/N1C2CC2)C(=O)OCC)c3
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
InChIKey: XPAOPAPDCRLMTR-UHFFFAOYAY
1-Cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylic acid ethyl ester Uses
1-Cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylic acid ethyl ester (CAS NO.112811-71-9) can be used as Gatifloxacin intermediate .
1-Cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylic acid ethyl ester Specification
1-Cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylic acid ethyl ester , its cas register number is 112811-71-9. It also can be called 3-quinolinecarboxylic acid, 1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-, ethyl ester ; and Ethyl 1-cyclopropyl-6,7-difluoro-8-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylate .
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