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175277-74-4

175277-74-4

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  • 2-Pyridinemethanamine, 3-Chloro-5-(Trifluoromethyl)-

    Cas No: 175277-74-4

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175277-74-4 Usage

General Description

"2-(Aminomethyl)-3-chloro-5-(trifluoromethyl)-pyridine hydrochloride" is a chemical compound involving the elements nitrogen, hydrogen, carbon, fluorine, chlorine, and pyridine. It is a specialized organohalogen compound, which falls under the category of organic chemistry, specifically, pyridines. Pyridines are aromatic compounds, similar to benzene but with one carbon replaced by a nitrogen. The trifluoromethyl group (CF3) is a functional group in organofluorines that can influence the compound's reactivity, polarity, and acidity. The complex structure of this compound suggests that it is likely used in specific applications such as a reagent or intermediate in pharmaceutical or organic synthesis. However, detailed information about its usage or properties is not widely available and may require specialized chemistry knowledge or resources to fully understand.

Check Digit Verification of cas no

The CAS Registry Mumber 175277-74-4 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,7,5,2,7 and 7 respectively; the second part has 2 digits, 7 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 175277-74:
(8*1)+(7*7)+(6*5)+(5*2)+(4*7)+(3*7)+(2*7)+(1*4)=164
164 % 10 = 4
So 175277-74-4 is a valid CAS Registry Number.
InChI:InChI=1/C7H6ClF3N2/c8-5-1-4(7(9,10)11)3-13-6(5)2-12/h1,3H,2,12H2

175277-74-4SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-Aminomethyl-3-chloro-5-(trifluoromethyl)pyridine

1.2 Other means of identification

Product number -
Other names (3-chloro-5-trifluoromethyl-2-pyridyl)methylamine

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:175277-74-4 SDS

175277-74-4Synthetic route

3-chloro-2-nitromethyl-5-(trifluoromethyl)pyridine

3-chloro-2-nitromethyl-5-(trifluoromethyl)pyridine

(3-chloro-5-trifluoromethyl-pyridin-2-yl)methylamine
175277-74-4

(3-chloro-5-trifluoromethyl-pyridin-2-yl)methylamine

Conditions
ConditionsYield
With Ni-doped silica; hydrogen at 30℃; under 15001.5 Torr; Concentration; Pressure; Reagent/catalyst;98.57%
With hydrogenchloride; tin(ll) chloride In ethanol Reflux;
3-chloro-2-cyano-5-(trifluoromethyl)pyridine
80194-70-3

3-chloro-2-cyano-5-(trifluoromethyl)pyridine

(3-chloro-5-trifluoromethyl-pyridin-2-yl)methylamine
175277-74-4

(3-chloro-5-trifluoromethyl-pyridin-2-yl)methylamine

Conditions
ConditionsYield
Stage #1: 3-chloro-2-cyano-5-(trifluoromethyl)pyridine With sodium hydroxide In methanol at 70℃;
Stage #2: With sodium hypochlorite In methanol at 10℃; Solvent; Reagent/catalyst; Temperature;		98%
With sulfuric acid; 20% palladium hydroxide-activated charcoal; tetrabutylammomium bromide; hydrogen In methanol at 20℃; under 15001.5 Torr;96.4%
3-chloro-2-cyano-5-(trifluoromethyl)pyridine
80194-70-3

3-chloro-2-cyano-5-(trifluoromethyl)pyridine

A

(3-chloro-5-trifluoromethyl-pyridin-2-yl)methylamine
175277-74-4

(3-chloro-5-trifluoromethyl-pyridin-2-yl)methylamine

B

1-[5-(trifluoromethyl)pyridin-2-yl]methanamine
164341-39-3

1-[5-(trifluoromethyl)pyridin-2-yl]methanamine

Conditions
ConditionsYield
With hydrogen; acetic acid; nickel at 40 - 45℃; under 13501.4 Torr; for 4h;A 97%
B 0.05%
C10H10ClF3N2O2*ClH

C10H10ClF3N2O2*ClH

(3-chloro-5-trifluoromethyl-pyridin-2-yl)methylamine
175277-74-4

(3-chloro-5-trifluoromethyl-pyridin-2-yl)methylamine

Conditions
ConditionsYield
Stage #1: C10H10ClF3N2O2*ClH With hydrogenchloride In water at 90 - 100℃; for 8h;
Stage #2: With sodium hydroxide In water pH=9 - 9.2; Concentration; Temperature;		90.9%
methyl 2-(3-chloro-5-(trifluoromethyl)pyridin-2-yl)-2-(diphenylmethyleneamino)-acetate

methyl 2-(3-chloro-5-(trifluoromethyl)pyridin-2-yl)-2-(diphenylmethyleneamino)-acetate

(3-chloro-5-trifluoromethyl-pyridin-2-yl)methylamine
175277-74-4

(3-chloro-5-trifluoromethyl-pyridin-2-yl)methylamine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: hydrogenchloride; water / toluene / 20 °C / Inert atmosphere
2: hydrogenchloride / water / 5 h / Reflux; Inert atmosphere
View Scheme
methyl 2-amino-2-(3-chloro-5-(trifluoromethyl)pyridin-2-yl)acetate hydrochloride

methyl 2-amino-2-(3-chloro-5-(trifluoromethyl)pyridin-2-yl)acetate hydrochloride

(3-chloro-5-trifluoromethyl-pyridin-2-yl)methylamine
175277-74-4

(3-chloro-5-trifluoromethyl-pyridin-2-yl)methylamine

Conditions
ConditionsYield
With hydrogenchloride In water for 5h; Reflux; Inert atmosphere;
2,3-dichloro-5-trifluoromethylpyridine
69045-84-7

2,3-dichloro-5-trifluoromethylpyridine

(3-chloro-5-trifluoromethyl-pyridin-2-yl)methylamine
175277-74-4

(3-chloro-5-trifluoromethyl-pyridin-2-yl)methylamine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: tetrabutylammomium bromide; potassium carbonate / toluene; propiononitrile / 22 h / Inert atmosphere; Reflux
2: hydrogenchloride; water / toluene / 20 °C / Inert atmosphere
3: hydrogenchloride / water / 5 h / Reflux; Inert atmosphere
View Scheme
Multi-step reaction with 2 steps
1: potassium hydroxide / dimethyl sulfoxide / 20 °C
2: tin(ll) chloride; hydrogenchloride / ethanol / Reflux
View Scheme
Multi-step reaction with 3 steps
1.1: potassium carbonate; tetraethylammonium bromide / toluene / 18 h / 90 °C / Inert atmosphere
2.1: sodium tetraborate; hydrogenchloride / water / 12 h / 25 °C / Inert atmosphere
3.1: hydrogenchloride / water / 8 h / 90 - 100 °C
3.2: pH 9 - 9.2
View Scheme
(3-chloro-5-trifluoromethyl-pyridin-2-yl)methylamine
175277-74-4

(3-chloro-5-trifluoromethyl-pyridin-2-yl)methylamine

formic acid
64-18-6

formic acid

C8H6ClF3N2O

C8H6ClF3N2O

Conditions
ConditionsYield
With acetic anhydride at 20℃; for 16h; Concentration;91%
With acetic anhydride at 20℃; for 16h;
(3-chloro-5-trifluoromethyl-pyridin-2-yl)methylamine
175277-74-4

(3-chloro-5-trifluoromethyl-pyridin-2-yl)methylamine

3,4,6-tribromopyridazine
55928-86-4

3,4,6-tribromopyridazine

C11H6Br2ClF3N4

C11H6Br2ClF3N4

Conditions
ConditionsYield
With triethylamine In methanol at 20℃;85%
(3-chloro-5-trifluoromethyl-pyridin-2-yl)methylamine
175277-74-4

(3-chloro-5-trifluoromethyl-pyridin-2-yl)methylamine

3,4,6-trichloropyridazine
6082-66-2

3,4,6-trichloropyridazine

C11H6Cl3F3N4

C11H6Cl3F3N4

Conditions
ConditionsYield
With triethylamine In methanol at 20℃;82.2%
(3-chloro-5-trifluoromethyl-pyridin-2-yl)methylamine
175277-74-4

(3-chloro-5-trifluoromethyl-pyridin-2-yl)methylamine

thiophosgene
463-71-8

thiophosgene

8-chloro-6-(trifluoromethyl)imidazo[1,5-a]pyridine-3-thiol
1326718-41-5

8-chloro-6-(trifluoromethyl)imidazo[1,5-a]pyridine-3-thiol

Conditions
ConditionsYield
With sodium hydrogencarbonate In dichloromethane; water at 0 - 20℃; Inert atmosphere;80%
(3-chloro-5-trifluoromethyl-pyridin-2-yl)methylamine
175277-74-4

(3-chloro-5-trifluoromethyl-pyridin-2-yl)methylamine

2-methyl-4-(5-(trifluoromethyl)-5-(3,4,5-trifluorophenyl)-4,5-dihydroisoxazol-3-yl)benzoic acid

2-methyl-4-(5-(trifluoromethyl)-5-(3,4,5-trifluorophenyl)-4,5-dihydroisoxazol-3-yl)benzoic acid

N-((3-chloro-5-(trifluoromethyl)pyridin-2-yl)methyl)-2-methyl-4-(5-(trifluoromethyl)-5-(3,4,5-trifluorophenyl)-4,5-dihydroisoxazol-3-yl)benzamide

N-((3-chloro-5-(trifluoromethyl)pyridin-2-yl)methyl)-2-methyl-4-(5-(trifluoromethyl)-5-(3,4,5-trifluorophenyl)-4,5-dihydroisoxazol-3-yl)benzamide

Conditions
ConditionsYield
Stage #1: 2-methyl-4-(5-(trifluoromethyl)-5-(3,4,5-trifluorophenyl)-4,5-dihydroisoxazol-3-yl)benzoic acid With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In dichloromethane at 0℃; for 2h;
Stage #2: (3-chloro-5-trifluoromethyl-pyridin-2-yl)methylamine In dichloromethane at 20℃; for 15h;		76%
(3-chloro-5-trifluoromethyl-pyridin-2-yl)methylamine
175277-74-4

(3-chloro-5-trifluoromethyl-pyridin-2-yl)methylamine

bis(trichloromethyl) carbonate
32315-10-9

bis(trichloromethyl) carbonate

8-chloro-6-(trifluoromethyl)imidazo[1,5-a]pyridin-3-ol
1326718-42-6

8-chloro-6-(trifluoromethyl)imidazo[1,5-a]pyridin-3-ol

Conditions
ConditionsYield
With sodium hydrogencarbonate In dichloromethane; water at 0 - 20℃; Inert atmosphere;72%
(3-chloro-5-trifluoromethyl-pyridin-2-yl)methylamine
175277-74-4

(3-chloro-5-trifluoromethyl-pyridin-2-yl)methylamine

4-[5-(3,5-dichloro-4-fluorophenyl)-5-(trifluoromethyl)-4,5-dihydro-1,2-oxazol-3-yl]-2-methylbenzoic acid
1332698-41-5

4-[5-(3,5-dichloro-4-fluorophenyl)-5-(trifluoromethyl)-4,5-dihydro-1,2-oxazol-3-yl]-2-methylbenzoic acid

N-((3-chloro-5-(trifluoromethyl)pyridin-2-yl)methyl)-4-(5-(3,5-dichloro-4-fluorophenyl)-5-(trifluoromethyl)-4,5-dihydroisoxazol-3-yl)-2-methylbenzamide

N-((3-chloro-5-(trifluoromethyl)pyridin-2-yl)methyl)-4-(5-(3,5-dichloro-4-fluorophenyl)-5-(trifluoromethyl)-4,5-dihydroisoxazol-3-yl)-2-methylbenzamide

Conditions
ConditionsYield
Stage #1: 4-[5-(3,5-dichloro-4-fluorophenyl)-5-(trifluoromethyl)-4,5-dihydro-1,2-oxazol-3-yl]-2-methylbenzoic acid With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In dichloromethane at 0℃; for 2h;
Stage #2: (3-chloro-5-trifluoromethyl-pyridin-2-yl)methylamine In dichloromethane at 20℃; for 15h;		72%
(3-chloro-5-trifluoromethyl-pyridin-2-yl)methylamine
175277-74-4

(3-chloro-5-trifluoromethyl-pyridin-2-yl)methylamine

p-(chloromethyl)benzoyl chloride
876-08-4

p-(chloromethyl)benzoyl chloride

N-((3-chloro-5-(trifluoromethyl)pyridin-2-yl)methyl)-4-(chloromethyl)benzamide

N-((3-chloro-5-(trifluoromethyl)pyridin-2-yl)methyl)-4-(chloromethyl)benzamide

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃;68%
(3-chloro-5-trifluoromethyl-pyridin-2-yl)methylamine
175277-74-4

(3-chloro-5-trifluoromethyl-pyridin-2-yl)methylamine

4-(4'-trifluoromethyl-biphenyl-2-carbonylamino)-1-methyl-pyrrole-2-carboxylic acid
486436-98-0

4-(4'-trifluoromethyl-biphenyl-2-carbonylamino)-1-methyl-pyrrole-2-carboxylic acid

N-ethyl-N,N-diisopropylamine
7087-68-5

N-ethyl-N,N-diisopropylamine

N-(3-chloro-5-trifluoromethylpyridin-2-yl-methyl)-4-(4'-trifluoromethylbiphenyl-2-carbonylamino)-1-methyl-pyrrole-2-carboxylic acid amide
486435-50-1

N-(3-chloro-5-trifluoromethylpyridin-2-yl-methyl)-4-(4'-trifluoromethylbiphenyl-2-carbonylamino)-1-methyl-pyrrole-2-carboxylic acid amide

Conditions
ConditionsYield
With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate In N-methyl-acetamide
(3-chloro-5-trifluoromethyl-pyridin-2-yl)methylamine
175277-74-4

(3-chloro-5-trifluoromethyl-pyridin-2-yl)methylamine

4-(4'-trifluoromethyl-biphenyl-2-carbonylamino)-1-methyl-pyrrole-2-carboxylic acid
486436-98-0

4-(4'-trifluoromethyl-biphenyl-2-carbonylamino)-1-methyl-pyrrole-2-carboxylic acid

N-(3-chloro-5-trifluoromethylpyridin-2-yl-methyl)-4-(4'-trifluoromethylbiphenyl-2-carbonylamino)-1-methyl-pyrrole-2-carboxylic acid amide
486435-50-1

N-(3-chloro-5-trifluoromethylpyridin-2-yl-methyl)-4-(4'-trifluoromethylbiphenyl-2-carbonylamino)-1-methyl-pyrrole-2-carboxylic acid amide

Conditions
ConditionsYield
With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In N-methyl-acetamide
(3-chloro-5-trifluoromethyl-pyridin-2-yl)methylamine
175277-74-4

(3-chloro-5-trifluoromethyl-pyridin-2-yl)methylamine

2-amino-4-methanesulfinyl-6-(4-methyl-furan-2-yl)-pyrimidine-5-carbonitrile
357288-45-0

2-amino-4-methanesulfinyl-6-(4-methyl-furan-2-yl)-pyrimidine-5-carbonitrile

2-Amino-4-[(3-chloro-5-trifluoromethyl-pyridin-2-yl-methyl)-amino]-6-(4-methyl-furan-2-yl)-pyrimidine-5-carbonitrile
357284-48-1

2-Amino-4-[(3-chloro-5-trifluoromethyl-pyridin-2-yl-methyl)-amino]-6-(4-methyl-furan-2-yl)-pyrimidine-5-carbonitrile

Conditions
ConditionsYield
In 1,2-dimethoxyethane
(3-chloro-5-trifluoromethyl-pyridin-2-yl)methylamine
175277-74-4

(3-chloro-5-trifluoromethyl-pyridin-2-yl)methylamine

2-trifluoromethylbenzoyl chloride
312-94-7

2-trifluoromethylbenzoyl chloride

N-[(3-Chloro-5-trifluoromethyl-pyridin-2-yl)methyl]-α,α,α-trifluoro-o-toluamide
239109-95-6

N-[(3-Chloro-5-trifluoromethyl-pyridin-2-yl)methyl]-α,α,α-trifluoro-o-toluamide

Conditions
ConditionsYield
With triethylamine In water; ethyl acetate
(3-chloro-5-trifluoromethyl-pyridin-2-yl)methylamine
175277-74-4

(3-chloro-5-trifluoromethyl-pyridin-2-yl)methylamine

2-furancarbonyl chloride
527-69-5

2-furancarbonyl chloride

A

petroleum

petroleum

B

N-[(3-Chloro-5-trifluoromethyl-pyridin-2-yl)methyl]-2-furamide
326475-66-5

N-[(3-Chloro-5-trifluoromethyl-pyridin-2-yl)methyl]-2-furamide

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran
(3-chloro-5-trifluoromethyl-pyridin-2-yl)methylamine
175277-74-4

(3-chloro-5-trifluoromethyl-pyridin-2-yl)methylamine

ethyl 2-(2-amino-4,6-dichloropyrimidin-5-yl)acetate
848694-76-8

ethyl 2-(2-amino-4,6-dichloropyrimidin-5-yl)acetate

ethyl 2-(2-amino-4-chloro-6-((3-chloro-5-(trifluoromethyl)pyridin-2-yl)methylamino)pyrimidin-5-yl)acetate
1196887-83-8

ethyl 2-(2-amino-4-chloro-6-((3-chloro-5-(trifluoromethyl)pyridin-2-yl)methylamino)pyrimidin-5-yl)acetate

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In butan-1-ol at 80 - 90℃;
(3-chloro-5-trifluoromethyl-pyridin-2-yl)methylamine
175277-74-4

(3-chloro-5-trifluoromethyl-pyridin-2-yl)methylamine

3-(8-chloro-6-(trifluoromethyl)imidazo[1,5-a]pyridin-3-yl)phenyl acetate
1477503-51-7

3-(8-chloro-6-(trifluoromethyl)imidazo[1,5-a]pyridin-3-yl)phenyl acetate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: dmap; dicyclohexyl-carbodiimide / dichloromethane / 20 °C
2: trichlorophosphate / benzene / 6 h / 20 °C / Reflux
View Scheme
(3-chloro-5-trifluoromethyl-pyridin-2-yl)methylamine
175277-74-4

(3-chloro-5-trifluoromethyl-pyridin-2-yl)methylamine

3-(8-chloro-6-(trifluoromethyl)imidazo[1,5-a]pyridin-3-yl)phenyl cyclohexane carboxylate
1477503-66-4

3-(8-chloro-6-(trifluoromethyl)imidazo[1,5-a]pyridin-3-yl)phenyl cyclohexane carboxylate

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: dmap; dicyclohexyl-carbodiimide / dichloromethane / 20 °C
2: trichlorophosphate / benzene / 6 h / 20 °C / Reflux
3: sodium hydroxide / tetrahydrofuran; water / 3 h / 20 °C
4: triethylamine
View Scheme
(3-chloro-5-trifluoromethyl-pyridin-2-yl)methylamine
175277-74-4

(3-chloro-5-trifluoromethyl-pyridin-2-yl)methylamine

1-(3-(8-chloro-6-(trifluoromethyl)imidazo[1,5-a]pyridin-3-yl)phenoxy)propan-2-one
1477503-67-5

1-(3-(8-chloro-6-(trifluoromethyl)imidazo[1,5-a]pyridin-3-yl)phenoxy)propan-2-one

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: dmap; dicyclohexyl-carbodiimide / dichloromethane / 20 °C
2: trichlorophosphate / benzene / 6 h / 20 °C / Reflux
3: sodium hydroxide / tetrahydrofuran; water / 3 h / 20 °C
4: potassium carbonate
View Scheme
(3-chloro-5-trifluoromethyl-pyridin-2-yl)methylamine
175277-74-4

(3-chloro-5-trifluoromethyl-pyridin-2-yl)methylamine

N-(3-(8-chloro-6-(trifluoromethyl)imidazo[1,5-a]pyridin-3-yl)phenyl)acetamide
1477503-71-1

N-(3-(8-chloro-6-(trifluoromethyl)imidazo[1,5-a]pyridin-3-yl)phenyl)acetamide

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: dmap; dicyclohexyl-carbodiimide / dichloromethane / 20 °C
2: trifluoroacetic acid / dichloromethane / 20 °C
3: dmap / dichloromethane / 20 °C
4: pyridine; trichlorophosphate / 1,2-dichloro-ethane / 7 h / 20 °C / Reflux
View Scheme
(3-chloro-5-trifluoromethyl-pyridin-2-yl)methylamine
175277-74-4

(3-chloro-5-trifluoromethyl-pyridin-2-yl)methylamine

N-(3-(8-chloro-6-(trifluoromethyl)imidazo[1,5-a]pyridin-3-yl)phenyl)cyclohexane carboxamide
1477503-72-2

N-(3-(8-chloro-6-(trifluoromethyl)imidazo[1,5-a]pyridin-3-yl)phenyl)cyclohexane carboxamide

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: dmap; dicyclohexyl-carbodiimide / dichloromethane / 20 °C
2: trifluoroacetic acid / dichloromethane / 20 °C
3: triethylamine; dmap / dichloromethane / 20 °C
4: pyridine; trichlorophosphate / 1,2-dichloro-ethane / 7 h / 20 °C / Reflux
View Scheme
(3-chloro-5-trifluoromethyl-pyridin-2-yl)methylamine
175277-74-4

(3-chloro-5-trifluoromethyl-pyridin-2-yl)methylamine

1-(3-(8-chloro-6-(trifluoromethyl)imidazo[1,5-a]pyridin-3-yl)phenyl)pyrrolidine-2,5-dione
1477503-73-3

1-(3-(8-chloro-6-(trifluoromethyl)imidazo[1,5-a]pyridin-3-yl)phenyl)pyrrolidine-2,5-dione

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: dmap; dicyclohexyl-carbodiimide / dichloromethane / 20 °C
2: trifluoroacetic acid / dichloromethane / 20 °C
3: potassium carbonate / acetonitrile / Reflux
4: pyridine; trichlorophosphate / 1,2-dichloro-ethane / 7 h / 20 °C / Reflux
View Scheme
(3-chloro-5-trifluoromethyl-pyridin-2-yl)methylamine
175277-74-4

(3-chloro-5-trifluoromethyl-pyridin-2-yl)methylamine

tert-butyl (3-(8-chloro-6-(trifluoromethyl)imidazo[1,5-a]pyridin-3-yl)phenyl)carbamate
1477503-74-4

tert-butyl (3-(8-chloro-6-(trifluoromethyl)imidazo[1,5-a]pyridin-3-yl)phenyl)carbamate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: dmap; dicyclohexyl-carbodiimide / dichloromethane / 20 °C
2: pyridine; trichlorophosphate / 1,2-dichloro-ethane / 7 h / 20 °C / Reflux
View Scheme
(3-chloro-5-trifluoromethyl-pyridin-2-yl)methylamine
175277-74-4

(3-chloro-5-trifluoromethyl-pyridin-2-yl)methylamine

C14H8ClF3N2O
1477503-52-8

C14H8ClF3N2O

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: dmap; dicyclohexyl-carbodiimide / dichloromethane / 20 °C
2: trichlorophosphate / benzene / 6 h / 20 °C / Reflux
3: sodium hydroxide / tetrahydrofuran; water / 3 h / 20 °C
View Scheme
(3-chloro-5-trifluoromethyl-pyridin-2-yl)methylamine
175277-74-4

(3-chloro-5-trifluoromethyl-pyridin-2-yl)methylamine

C16H13ClF3N3O2
1477503-68-6

C16H13ClF3N3O2

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: dmap; dicyclohexyl-carbodiimide / dichloromethane / 20 °C
2: trifluoroacetic acid / dichloromethane / 20 °C
3: dmap / dichloromethane / 20 °C
View Scheme

175277-74-4Relevant articles and documents

Preparation of 3 - chloro - 2 - aminomethyl - 5 - trifluoromethyl pyridine (by machine translation)

-

Paragraph 0064; 0065; 0066; 0067; 0068; 0069-0078, (2017/08/24)

The present invention provides a process for preparing 3 - chloro - 2 - aminomethyl - 5 - trifluoromethyl pyridine, comprises the following steps: (a) the formula (I) compound glycine ethyl ester hydrochloride in an organic solvent with benzophenone in the reaction, formula (II) compound two benzylidene glycine ethyl ester; (b) the compound of the formula (II) with a compound of formula (III) 2, 3 - dichloro - 5 - trifluoro methyl pyridine in an organic solvent in the reaction, compound of formula (IV); (c) the compound of the formula (IV) with hydrochloric acid in 20 - 25 °C react under the, formula (V) compound; (d) the formula (V) compound with hydrochloric acid in the 90 - 110 °C occur under the reaction, compound of formula (VI) 3 - chloro - 2 - aminomethyl - 5 - trifluoro methyl pyridine; method of the present invention the raw material is cheap, the reaction process is green, solvent and benzophenone can be recovery, low cost and high yield, it is very suitable for industrial production; (by machine translation)

CATALYTIC HYDROGENATION OF SUBSTITUTED CYANOPYRIDINES AND PROCESS FOR PREPARING SUBSTITUTED PYRIDYLMETHYLBENZAMIDES

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Page/Page column 50, (2016/12/16)

The present invention relates to novel processes for the preparation of substituted pyridyl- methylbenzamide derivatives of formula (I), in particular 2,6-dichloro-N- {[3-chloro-5-(trifluoromethyl)- 2-pyridyl]methyl}benzamide (Fluopicolide), and for the catalytic hydrogenation of substituted cyanopyridine derivatives, in particular 3-chloro-2-cyano-5-trifluoromethylpyridine [= Py-CN] to the corresponding substituted 2-methylaminopyridine derivatives, in particular 2-aminomethyl-3-chloro-5- trifluoromethylpyridine [= Py-methylamine] or salts thereof in the presence of metal catalysts such as in particular palladium catalysts, catalytic modifiers and acids.

Synthesis and biological evaluation of glucagon-like peptide-1 receptor agonists

Zhang, Yu-Juan,Shen, Liu-Lan,Cheon, Hyae-Gyeong,Xu, Yong-Nan,Jeong, Jin-Hyun

, p. 588 - 599 (2014/06/09)

In this study, a series of fused-heterocyclic derivatives were systematically designed and synthesized using an efficient route, and evaluated in terms of GLP-1R agonist activity. We employed short synthetic steps and reactions that are tolerant of the presence of various functional groups and suitable for parallel operations to enable the rapid generation of libraries of diverse and structurally complex small molecules. Of the compounds synthesized, 3-(8-chloro-6-(trifluoromethyl)imidazo[1,2-a] pyridin-2-yl)phenyl methanesulfonate (8e) was the most potent agonist with an EC50 of 7.89 μM, and thus is the compound with the greatest potential for application. These findings represent a valuable starting point for the design and discovery of small-molecule GLP-1R agonists that can be administered orally.

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