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168267-41-2

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168267-41-2 Usage

Chemical Properties

white powder

Uses

Different sources of media describe the Uses of 168267-41-2 differently. You can refer to the following data:
1. suzuki reaction
2. 3,4-Difluorophenylboronic Acid is used as a building block in the synthesis of several organic compounds including that of substituted 6-phenylpurine bases and nucleosides via Suzuki-Miyaura cross-coupling reactions which show significant cytostatic activity in CCRF-CEM, HeLa, and L1210 cell lines. It is also used in the preparation of a potent cell penetrant Legumain inhibitor, 10t.
3. Intermediates of Liquid Crystals

Check Digit Verification of cas no

The CAS Registry Mumber 168267-41-2 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,6,8,2,6 and 7 respectively; the second part has 2 digits, 4 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 168267-41:
(8*1)+(7*6)+(6*8)+(5*2)+(4*6)+(3*7)+(2*4)+(1*1)=162
162 % 10 = 2
So 168267-41-2 is a valid CAS Registry Number.
InChI:InChI=1/C6H2F4O2/c7-1-2(8)5(11)4(10)6(12)3(1)9/h11-12H

168267-41-2 Well-known Company Product Price

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  • Alfa Aesar

  • (B22799)  3,4-Difluorobenzeneboronic acid, 98%   

  • 168267-41-2

  • 1g

  • 371.0CNY

  • Detail
  • Alfa Aesar

  • (B22799)  3,4-Difluorobenzeneboronic acid, 98%   

  • 168267-41-2

  • 5g

  • 819.0CNY

  • Detail
  • Alfa Aesar

  • (B22799)  3,4-Difluorobenzeneboronic acid, 98%   

  • 168267-41-2

  • 25g

  • 3303.0CNY

  • Detail

168267-41-2SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 3,4-Difluorophenylboronic acid

1.2 Other means of identification

Product number -
Other names 3,4-Difluorobenzeneboronic Acid

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:168267-41-2 SDS

168267-41-2Synthetic route

3,4-difluorophenylmagnesium bromide
90897-92-0

3,4-difluorophenylmagnesium bromide

(3,4-difluorophenyl)boronic acid
168267-41-2

(3,4-difluorophenyl)boronic acid

Conditions
ConditionsYield
With Triisopropyl borate In tetrahydrofuran at -40 - 0℃;41%
C6H3BF5(1-)
1033691-65-4

C6H3BF5(1-)

(3,4-difluorophenyl)boronic acid
168267-41-2

(3,4-difluorophenyl)boronic acid

Conditions
ConditionsYield
In phosphate buffer pH=6.9 - 7.0; Kinetics;
C14H21BF2O2

C14H21BF2O2

(3,4-difluorophenyl)boronic acid
168267-41-2

(3,4-difluorophenyl)boronic acid

Conditions
ConditionsYield
With hydrogenchloride; water In tetrahydrofuran pH=5;
3-bromo-5-methylpyridin-2-amine
17282-00-7

3-bromo-5-methylpyridin-2-amine

(3,4-difluorophenyl)boronic acid
168267-41-2

(3,4-difluorophenyl)boronic acid

3-(3,4-difluorophenyl)-5-methylpyridin-2-amine
1340487-51-5

3-(3,4-difluorophenyl)-5-methylpyridin-2-amine

Conditions
ConditionsYield
With sodium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 In 1,4-dioxane; water at 100℃; for 1h; Inert atmosphere;100%
With sodium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 In 1,4-dioxane; water at 100℃; for 1h; Suzuki Coupling; Inert atmosphere;100%
methyl 2-(4-bromophenyl)-2-pivalamidoacetate

methyl 2-(4-bromophenyl)-2-pivalamidoacetate

(3,4-difluorophenyl)boronic acid
168267-41-2

(3,4-difluorophenyl)boronic acid

methyl 2-(3',4'-difluoro-[1,1'-biphenyl]-4-yl)-2-pivalamidoacetate

methyl 2-(3',4'-difluoro-[1,1'-biphenyl]-4-yl)-2-pivalamidoacetate

Conditions
ConditionsYield
With bis-triphenylphosphine-palladium(II) chloride; sodium carbonate In tetrahydrofuran; water at 100℃; for 2h; Suzuki Coupling; Microwave irradiation; Inert atmosphere; Sealed tube;100%
2,2-Dimethyl-1,3-propanediol
126-30-7

2,2-Dimethyl-1,3-propanediol

(3,4-difluorophenyl)boronic acid
168267-41-2

(3,4-difluorophenyl)boronic acid

C11H13BF2O2

C11H13BF2O2

Conditions
ConditionsYield
Stage #1: 2,2-Dimethyl-1,3-propanediol; (3,4-difluorophenyl)boronic acid In diethyl ether at 20℃; for 1h;
Stage #2: With calcium chloride at 20℃; for 1h;
100%
4-amino-8-bromo-N-propyl-cinnoline-3-carboxamide
107346-32-7

4-amino-8-bromo-N-propyl-cinnoline-3-carboxamide

(3,4-difluorophenyl)boronic acid
168267-41-2

(3,4-difluorophenyl)boronic acid

4-amino-8-(3,4-difluorophenyl)-N-propyl-cinnoline-3-carboxamide

4-amino-8-(3,4-difluorophenyl)-N-propyl-cinnoline-3-carboxamide

Conditions
ConditionsYield
98.7%
para-nitrophenyl bromide
586-78-7

para-nitrophenyl bromide

(3,4-difluorophenyl)boronic acid
168267-41-2

(3,4-difluorophenyl)boronic acid

3,4-difluoro-4'-nitro-1,1'-biphenyl
954369-63-2

3,4-difluoro-4'-nitro-1,1'-biphenyl

Conditions
ConditionsYield
With sodium carbonate In water at 25℃; for 6.5h; Suzuki Coupling;98%
With sodium carbonate at 80℃; for 1.16667h; Catalytic behavior; Suzuki Coupling;97%
With sodium carbonate at 100℃; for 0.75h; Suzuki-Miyaura Coupling;95%
1-bromo-4-methoxy-benzene
104-92-7

1-bromo-4-methoxy-benzene

(3,4-difluorophenyl)boronic acid
168267-41-2

(3,4-difluorophenyl)boronic acid

3',4'-difluoro-4-methoxy-1,1'-biphenyl

3',4'-difluoro-4-methoxy-1,1'-biphenyl

Conditions
ConditionsYield
With Ph2P(CH2CH2O)22CH3; triethylamine; palladium dichloride In water at 80℃; for 2h; Suzuki coupling; Inert atmosphere;98%
With sodium carbonate at 100℃; for 2.5h; Suzuki-Miyaura Coupling;91%
4-bromobenzenecarbonitrile
623-00-7

4-bromobenzenecarbonitrile

(3,4-difluorophenyl)boronic acid
168267-41-2

(3,4-difluorophenyl)boronic acid

3',4'-difluoro-(1,1'-biphenyl)-4-carbonitrile
151559-21-6

3',4'-difluoro-(1,1'-biphenyl)-4-carbonitrile

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In 1,2-dimethoxyethane Suzuki Coupling; Reflux; Inert atmosphere;98%
With sodium carbonate at 80℃; for 1.5h; Catalytic behavior; Suzuki Coupling;97%
With Ph2P(CH2CH2O)22CH3; triethylamine; palladium dichloride In water at 80℃; for 1h; Suzuki coupling; Inert atmosphere;96%
(3,4-difluorophenyl)boronic acid
168267-41-2

(3,4-difluorophenyl)boronic acid

3,3’,4,4’-tetrafluorobiphenyl
136755-64-1

3,3’,4,4’-tetrafluorobiphenyl

Conditions
ConditionsYield
With air In N,N-dimethyl-formamide at 20℃; for 16h; Green chemistry;98%
With copper fluorapatite In methanol at 20℃; for 2h; Green chemistry;93%
With oxygen; potassium carbonate In water at 25℃; for 2h; Green chemistry;93%
4-bromo-6-fluorobenzonitrile
105942-08-3

4-bromo-6-fluorobenzonitrile

(3,4-difluorophenyl)boronic acid
168267-41-2

(3,4-difluorophenyl)boronic acid

3,3',4'-trifluoro-[1,1'-biphenyl]-4-carbonitrile

3,3',4'-trifluoro-[1,1'-biphenyl]-4-carbonitrile

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In 1,2-dimethoxyethane Suzuki Coupling; Reflux; Inert atmosphere;98%
4-{3-[6-(3-bromo-5-dimethylcarbamoyl-phenoxy)-hexyl]-2-(2-ethoxycarbonyl-ethyl)-phenoxy}-butyric acid ethyl ester
1162261-01-9

4-{3-[6-(3-bromo-5-dimethylcarbamoyl-phenoxy)-hexyl]-2-(2-ethoxycarbonyl-ethyl)-phenoxy}-butyric acid ethyl ester

(3,4-difluorophenyl)boronic acid
168267-41-2

(3,4-difluorophenyl)boronic acid

4-{3-[6-(5-dimethylcarbamoyl-3',4'-difluoro-biphenyl-3-yloxy)-hexyl]-2-(2-ethoxycarbonyl-ethyl)-phenoxy}-butyric acid ethyl ester
1162261-04-2

4-{3-[6-(5-dimethylcarbamoyl-3',4'-difluoro-biphenyl-3-yloxy)-hexyl]-2-(2-ethoxycarbonyl-ethyl)-phenoxy}-butyric acid ethyl ester

Conditions
ConditionsYield
With caesium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride In 1,2-dimethoxyethane at 97℃; for 15h; Suzuki Coupling;97%
(3,4-difluorophenyl)boronic acid
168267-41-2

(3,4-difluorophenyl)boronic acid

2-(carboxymethyl)-5-iodobenzoic acid

2-(carboxymethyl)-5-iodobenzoic acid

4-(carboxymethyl)-3',4'-difluorobiphenyl-3-carboxylic acid
1354742-83-8

4-(carboxymethyl)-3',4'-difluorobiphenyl-3-carboxylic acid

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; water at 150℃; for 0.5h; Suzuki coupling; Inert atmosphere; Microwave irradiation;97%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; water at 150℃; for 0.5h; Suzuki Coupling; Microwave irradiation;
8-bromo-[1,2,4]triazolo[1,5-a]pyridine-2-ylamine
1124382-72-4

8-bromo-[1,2,4]triazolo[1,5-a]pyridine-2-ylamine

(3,4-difluorophenyl)boronic acid
168267-41-2

(3,4-difluorophenyl)boronic acid

8-(3,4-difluoro-phenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-ylamine
1329672-80-1

8-(3,4-difluoro-phenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-ylamine

Conditions
ConditionsYield
With sodium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 In 1,4-dioxane; water at 20 - 110℃; for 18h;97%
With sodium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 In 1,4-dioxane; water at 110℃; for 18h; Suzuki Coupling;97%
2,6-dibromo-4-nitroaniline
827-94-1

2,6-dibromo-4-nitroaniline

(3,4-difluorophenyl)boronic acid
168267-41-2

(3,4-difluorophenyl)boronic acid

2,6-bis(3,4-difluorophenyl)-4-nitroaniline
1426332-53-7

2,6-bis(3,4-difluorophenyl)-4-nitroaniline

Conditions
ConditionsYield
With potassium phosphate tribasic heptahydrate; palladium diacetate In water; N,N-dimethyl-formamide at 80℃; for 0.416667h; Suzuki Coupling;97%
1-bromo-4-(trans-4-pentylcyclohexyl)benzene
79832-89-6

1-bromo-4-(trans-4-pentylcyclohexyl)benzene

(3,4-difluorophenyl)boronic acid
168267-41-2

(3,4-difluorophenyl)boronic acid

3,4-difluoro-4'-(4-pentylcyclohexyl)-1,1'-biphenyl
134412-17-2

3,4-difluoro-4'-(4-pentylcyclohexyl)-1,1'-biphenyl

Conditions
ConditionsYield
With 5%-palladium/activated carbon; potassium carbonate In ethanol; water at 80℃; for 0.5h; Suzuki Coupling;97%
8-bromo-N-(2-(methylsulfonyl)ethyl)-1,6-naphthyridine-2-carboxamide
1611473-65-4

8-bromo-N-(2-(methylsulfonyl)ethyl)-1,6-naphthyridine-2-carboxamide

(3,4-difluorophenyl)boronic acid
168267-41-2

(3,4-difluorophenyl)boronic acid

8-(3,4-difluorophenyl)-N-(2-(methylsulfonyl)ethyl)-1,6-naphthyridine-2-carboxamide
1611473-16-5

8-(3,4-difluorophenyl)-N-(2-(methylsulfonyl)ethyl)-1,6-naphthyridine-2-carboxamide

Conditions
ConditionsYield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; caesium carbonate In 1,4-dioxane; water at 80℃; for 1h;97%
iodobenzene
591-50-4

iodobenzene

(3,4-difluorophenyl)boronic acid
168267-41-2

(3,4-difluorophenyl)boronic acid

3,4‐difluoro‐1,1′‐biphenyl
67277-33-2

3,4‐difluoro‐1,1′‐biphenyl

Conditions
ConditionsYield
With sodium carbonate at 100℃; for 0.666667h; Suzuki-Miyaura Coupling;97%
With sodium carbonate at 80℃; for 0.833333h; Catalytic behavior; Suzuki Coupling;97%
With sodium carbonate at 80℃; for 1.41667h; Kinetics; Suzuki Coupling; Green chemistry;96%
7-bromo-N-[(4S)-3,4-dihydro-2H-chromen-4-yl]-3-(dimethylamino)-1-benzothiophene-2-carboxamide

7-bromo-N-[(4S)-3,4-dihydro-2H-chromen-4-yl]-3-(dimethylamino)-1-benzothiophene-2-carboxamide

(3,4-difluorophenyl)boronic acid
168267-41-2

(3,4-difluorophenyl)boronic acid

7-(3,4-difluorophenyl)-N-[(4S)-3,4-dihydro-2H-chromen-4-yl]-3-(dimethylamino)-1-benzothiophene-2-carboxamide

7-(3,4-difluorophenyl)-N-[(4S)-3,4-dihydro-2H-chromen-4-yl]-3-(dimethylamino)-1-benzothiophene-2-carboxamide

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In 1,2-dimethoxyethane; water at 100℃; for 1h; Inert atmosphere;97%
4-(4-propylcyclohexyl)-1-bromobenzene
86579-53-5

4-(4-propylcyclohexyl)-1-bromobenzene

(3,4-difluorophenyl)boronic acid
168267-41-2

(3,4-difluorophenyl)boronic acid

3',4'-difluoro-4-(4-propylcyclohexyl)-1,1'-biphenyl

3',4'-difluoro-4-(4-propylcyclohexyl)-1,1'-biphenyl

Conditions
ConditionsYield
With potassium phosphate; [Pd(Ph2PCH2CH(CH3)O)2] In tetrahydrofuran; water at 20℃; for 5h; Suzuki cross-coupling reaction;96%
With potassium fluoride; [Ph2P(CH2)2NH2]2PdCl2 In tetrahydrofuran; water at 25 - 27℃; for 5h; Suzuki cross-coupling reaction;96%
With potassium phosphate; cis-bis((diphenylphosphino)acetate-κ2P,O)palladium(II) In tetrahydrofuran at 25 - 27℃; for 5h; Suzuki coupling;91%
4-chloro-8-(2,6-difluorophenyl)-2-{[2-hydroxy-1-(hydroxy-methyl)ethyl]amino}pyrido[2,3-d]pyrimidin-7(8H)-one
911370-10-0

4-chloro-8-(2,6-difluorophenyl)-2-{[2-hydroxy-1-(hydroxy-methyl)ethyl]amino}pyrido[2,3-d]pyrimidin-7(8H)-one

(3,4-difluorophenyl)boronic acid
168267-41-2

(3,4-difluorophenyl)boronic acid

4-(3,4-difluoro-phenyl)-8-(2,6-difluoro-phenyl)-2-(2-hydroxy-1-hydroxymethyl-ethylamino)-8H-pyrido[2,3-d]pyrimidin-7-one

4-(3,4-difluoro-phenyl)-8-(2,6-difluoro-phenyl)-2-(2-hydroxy-1-hydroxymethyl-ethylamino)-8H-pyrido[2,3-d]pyrimidin-7-one

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,4-dioxane; water at 150℃; for 0.25h; Suzuki cross-coupling; Irradiation; microwave;96%
4-Bromothiophen-2-aldehyde
18791-75-8

4-Bromothiophen-2-aldehyde

(3,4-difluorophenyl)boronic acid
168267-41-2

(3,4-difluorophenyl)boronic acid

4-(3,4-difluorophenyl)thiophene-2-carbaldehyde
1019780-50-7

4-(3,4-difluorophenyl)thiophene-2-carbaldehyde

Conditions
ConditionsYield
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In ethanol; water; toluene for 16h; Suzuki cross-coupling; Heating;96%
o-cyanobromobenzene
2042-37-7

o-cyanobromobenzene

(3,4-difluorophenyl)boronic acid
168267-41-2

(3,4-difluorophenyl)boronic acid

3',4'-difluoro-[1,1'-biphenyl]-2-carbonitrile
1253696-06-8

3',4'-difluoro-[1,1'-biphenyl]-2-carbonitrile

Conditions
ConditionsYield
With 5%-palladium/activated carbon; potassium carbonate In ethanol; water at 80℃; for 0.666667h; Suzuki Coupling;96%
With Ph2P(CH2CH2O)22CH3; triethylamine; palladium dichloride In water at 80℃; for 2h; Suzuki coupling; Inert atmosphere;95%
2,5-diiodo-p-xylene
1124-08-9

2,5-diiodo-p-xylene

(3,4-difluorophenyl)boronic acid
168267-41-2

(3,4-difluorophenyl)boronic acid

C20H14F4
1401514-49-5

C20H14F4

Conditions
ConditionsYield
With sodium hydroxide In water for 2h; Reflux;96%
2,6-dibromoaniline
608-30-0

2,6-dibromoaniline

(3,4-difluorophenyl)boronic acid
168267-41-2

(3,4-difluorophenyl)boronic acid

2,6-bis(3,4-difluorophenyl)aniline
1426332-55-9

2,6-bis(3,4-difluorophenyl)aniline

Conditions
ConditionsYield
With potassium phosphate tribasic heptahydrate; palladium diacetate In water; N,N-dimethyl-formamide at 80℃; for 1.08333h; Suzuki Coupling;96%
methyl 3-bromo-4-methylbenzoate
104901-43-1

methyl 3-bromo-4-methylbenzoate

(3,4-difluorophenyl)boronic acid
168267-41-2

(3,4-difluorophenyl)boronic acid

methyl 3',4'-difluoro-6-methyl-[1,1'-biphenyl]-3-carboxylate

methyl 3',4'-difluoro-6-methyl-[1,1'-biphenyl]-3-carboxylate

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); caesium carbonate In N,N-dimethyl-formamide at 100℃; for 24h; Inert atmosphere;96%
With tetrakis(triphenylphosphine) palladium(0); caesium carbonate In N,N-dimethyl-formamide at 100℃; for 24h; Inert atmosphere;96%
bromobenzene
108-86-1

bromobenzene

(3,4-difluorophenyl)boronic acid
168267-41-2

(3,4-difluorophenyl)boronic acid

3,4‐difluoro‐1,1′‐biphenyl
67277-33-2

3,4‐difluoro‐1,1′‐biphenyl

Conditions
ConditionsYield
With sodium carbonate at 80℃; for 1.16667h; Catalytic behavior; Suzuki Coupling;96%
With sodium carbonate at 100℃; for 0.5h; Suzuki-Miyaura Coupling;95%
With sodium carbonate In water at 25℃; for 7h; Suzuki Coupling;91%
4-tolyl iodide
624-31-7

4-tolyl iodide

(3,4-difluorophenyl)boronic acid
168267-41-2

(3,4-difluorophenyl)boronic acid

3',4'-difluoro-4-methyl-1,1'-biphenyl

3',4'-difluoro-4-methyl-1,1'-biphenyl

Conditions
ConditionsYield
With sodium carbonate at 80℃; for 1.25h; Catalytic behavior; Suzuki Coupling;96%
With sodium carbonate at 80℃; for 1.5h; Kinetics; Suzuki Coupling; Green chemistry;92%
bromochlorobenzene
106-39-8

bromochlorobenzene

(3,4-difluorophenyl)boronic acid
168267-41-2

(3,4-difluorophenyl)boronic acid

C12H7ClF2

C12H7ClF2

Conditions
ConditionsYield
With sodium carbonate at 80℃; for 1.16667h; Kinetics; Suzuki Coupling; Green chemistry;96%
With sodium carbonate at 80℃; for 1.16667h; Catalytic behavior; Suzuki Coupling;87%
2-methoxy-5-bromopyridine
13472-85-0

2-methoxy-5-bromopyridine

(3,4-difluorophenyl)boronic acid
168267-41-2

(3,4-difluorophenyl)boronic acid

5-(3,4-difluorophenyl)-2-methoxypyridine

5-(3,4-difluorophenyl)-2-methoxypyridine

Conditions
ConditionsYield
With O4P(3-)*3K(1+)*5H2O; palladium dichloride In water; N,N-dimethyl-formamide at 20℃; for 24h;96%
2-(4-bromophenyl]pyridine
63996-36-1

2-(4-bromophenyl]pyridine

(3,4-difluorophenyl)boronic acid
168267-41-2

(3,4-difluorophenyl)boronic acid

2-(3',4'-difluoro-[1,1'-biphenyl]-4-yl)pyridine

2-(3',4'-difluoro-[1,1'-biphenyl]-4-yl)pyridine

Conditions
ConditionsYield
With palladium diacetate; potassium carbonate In ethanol; water at 80℃;95.6%
tert-butyl 2-chloro-3-cyano-7,8-dihydro-1,6-naphthyridine-6(5H)-carboxylate

tert-butyl 2-chloro-3-cyano-7,8-dihydro-1,6-naphthyridine-6(5H)-carboxylate

(3,4-difluorophenyl)boronic acid
168267-41-2

(3,4-difluorophenyl)boronic acid

tert-butyl 3-cyano-2-(3,4-difluorophenyl)-7,8-dihydro-1,6-naphthyridine-6(5H)-carboxylate

tert-butyl 3-cyano-2-(3,4-difluorophenyl)-7,8-dihydro-1,6-naphthyridine-6(5H)-carboxylate

Conditions
ConditionsYield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; caesium carbonate In 1,4-dioxane; water at 110℃; for 12h; Inert atmosphere;95.04%

168267-41-2Relevant articles and documents

Preparation and application of SBA-15-supported palladium catalyst for Suzuki reaction in supercritical carbon dioxide

Feng, Xiujuan,Yan, Mei,Zhang, Tao,Liu, Ying,Bao, Ming

experimental part, p. 1758 - 1766 (2011/01/12)

The external and internal surfaces of SBA-15 were modified by (MeO) 3SiPh and a phosphine ligand, (MeO)3SiCH 2CH2CH2SCH2C6H 4PPh2, before and after the template Pluronic P123 copolymer was removed, respectively. Palladium was then tethered within the cavity of the mesoporous material Ph-SBA-15-PPh3via a ligand-exchange reaction to provide a new supported palladium catalyst Ph-SBA-15-PPh 3-Pd. This catalyst was demonstrated to be a robust and active catalyst in Suzuki reaction of a wide range of aryl bromides with arylboronic acids in supercritical carbon dioxide. After the reaction mixtures were treated at 90 °C for 24 h, the crude coupling products were obtained as crystalline solids when the reaction temperature was lowered to room temperature and the carbon dioxide was then slowly released. The pure products can be obtained by simple recrystallization in good to excellent yields. The Ph-SBA-15-PPh 3-Pd catalyst has low leaching loss and can be reused at least 7 times without loss of activity.

Synthesis and monoamine transporter binding properties of 3α-(substituted phenyl)nortropane-2β-carboxylic acid methyl esters. Norepinephrine transporter selective compounds

Carroll, F. Ivy,Tyagi, Sameer,Blough, Bruce E.,Kuhar, Michael J.,Navarro, Hernn A.

, p. 3852 - 3857 (2007/10/03)

3α-(Substituted phenyl)nortropane-2β-carboxylic acid methyl esters (8a-h) showed high affinity for the norepinephrine transporter (NET). The most potent and selective compound was 3α-(3-fluoro-4-methylphenyl) nortropane-2β-carboxylic acid methyl ester (8d), with a Ki of 0.43 nM at the NET and 21- and 55-fold selectivity relative to binding at the dopamine and serotonin transporters. The development of 8d makes available compounds selective for all three transporters from the same structural class.

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