2-Amino-4-(trifluoromethyl)pyridine supplier

Name
2-Amino-4-(trifluoromethyl)pyridine
EINECS -0
CAS No. 106447-97-6
Article Data14
CAS DataBase
Density 1.368 g/cm³
Solubility
Melting Point 70-74 °C
Formula C₆H₅F₃N₂
Boiling Point 221.338 °C at 760 mmHg
Molecular Weight 162.114
Flash Point 87.662 °C
Transport Information UN 2811 6.1/PG 3
Appearance
Safety 26-36/37-45-36/37/39
Risk Codes 25-36/37/38-43
Molecular Structure
Hazard Symbols T,Xi,C
Synonyms (4-Trifluoromethylpyridin-2-yl)amine;2-Amino-4-trifluoromethylpyridine;4-(Trifluoromethyl)pyridin-2-amine;2-Amino-4-(trifluoromethyl)pyridine;
PSA 38.91000
LogP 2.26380

Synthetic route

: 81565-18-6
2-chloro-4-trifluoromethyl pyridine

: 106447-97-6
2-amino-4-(trifluoromethyl)pyridine

Conditions

Conditions	Yield
With ammonia In water at 170℃; for 24h;	76%
With ammonium hydroxide at 180℃;
With ammonium hydroxide
With ammonia

: 39890-98-7
2,6-dichloro-4-(trifluoromethyl)pyridine

: 106447-97-6
2-amino-4-(trifluoromethyl)pyridine

Conditions

Conditions	Yield
Stage #1: 2,6-dichloro-4-(trifluoromethyl)pyridine With ammonia In tetrahydrofuran; water at 150℃; for 6h; autoclave; Stage #2: With hydrogen; 5%-palladium/activated carbon In tetrahydrofuran; water at 100℃; under 15001.5 Torr; for 3h; Product distribution / selectivity;	71.9%

: 917806-22-5
5-ethoxy-3-hydroxy-3-(trifluoromethyl)pent-4-enenitrile

: 106447-97-6
2-amino-4-(trifluoromethyl)pyridine

Conditions

Conditions	Yield
With ammonia In water at 125℃; under 10501.1 Torr; for 24h; Autoclave;	68%

: 2-fluoro-4-(trifluoromethyl) Pyridine

: 106447-97-6
2-amino-4-(trifluoromethyl)pyridine

Conditions

Conditions	Yield
With acetamidine hydrochloride; sodium hydroxide In water; dimethyl sulfoxide at 130℃; for 24h; Schlenk technique; chemoselective reaction;	61%

: 944401-56-3
2-amino-5-bromo-4-(trifluoromethyl)pyridine

: 73183-34-3
bis(pinacol)diborane

A: 944401-57-4
4-(trifluoromethyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaboroloan-2-yl)pyridin-2-amine

B: 106447-97-6
2-amino-4-(trifluoromethyl)pyridine

Conditions

Conditions	Yield
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium acetate In 1,4-dioxane at 115℃; for 8h; Inert atmosphere;	A 48% B n/a
With potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride In 1,4-dioxane at 115℃; for 8h;
With potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 In 1,4-dioxane at 115℃; for 8.25h; Heating / reflux;
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium acetate In 1,4-dioxane at 115℃; for 8h; Inert atmosphere;

...Expand

: 2,2-dimethyl-3-(4-trifluoromethyl-pyridin-2-yl)-2,3-dihydro-benzo[e][1,3]oxazin-4-one

: 106447-97-6
2-amino-4-(trifluoromethyl)pyridine

Conditions

Conditions	Yield
With hydrogenchloride Hydrolysis;

: 22253-59-4
1-oxido-4-(trifluoromethyl)pyridin-1-ium

: 106447-97-6
2-amino-4-(trifluoromethyl)pyridine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: CH2Cl2 / Heating 2: conc. HCl View Scheme

: 39890-98-7
2,6-dichloro-4-(trifluoromethyl)pyridine

A: 130171-52-7
4-(trifluoromethyl)pyridine-2,6-diamine

B: 106447-97-6
2-amino-4-(trifluoromethyl)pyridine

Conditions

Conditions	Yield
Stage #1: 2,6-dichloro-4-(trifluoromethyl)pyridine With ammonia In water at 150℃; for 15h; autoclave; Stage #2: With hydrogen; 5%-palladium/activated carbon In water at 100℃; under 13501.4 Torr; for 3h;

: 106447-97-6
2-amino-4-(trifluoromethyl)pyridine

: 1281872-45-4
2-amino-4-trifluoromethylpyridine hydrochloride

Conditions

Conditions	Yield
With hydrogenchloride In toluene at 10 - 20℃;	96.6%

: 106447-97-6
2-amino-4-(trifluoromethyl)pyridine

: 944401-56-3
2-amino-5-bromo-4-(trifluoromethyl)pyridine

Conditions

Conditions	Yield
With N-Bromosuccinimide In dichloromethane at 25℃; for 2h; Darkness;	94%
With N-Bromosuccinimide In tetrahydrofuran at 0 - 20℃; for 1h; Concentration;	91%
With N-Bromosuccinimide In dichloromethane at 20℃; Darkness;	87.96%

: 10229-12-6
ethyl 2-chloro-3-hydroxyacrylate

: 106447-97-6
2-amino-4-(trifluoromethyl)pyridine

: 1426135-67-2
7-(trifluoromethyl)imidazo[1,2-a]pyridine-3-carboxylic acid

Conditions

Conditions	Yield
Stage #1: ethyl 2-chloro-3-hydroxyacrylate; 2-amino-4-(trifluoromethyl)pyridine In ethanol at 80℃; Sealed tube; Inert atmosphere; Stage #2: With water; lithium hydroxide In ethanol at 60℃; for 3h;	93%

: 1885-14-9
phenyl chloroformate

: 106447-97-6
2-amino-4-(trifluoromethyl)pyridine

: 857265-11-3
phenyl N-[4-(trifluoromethyl)pyridin-2-yl]carbamate

Conditions

Conditions	Yield
With pyridine In dichloromethane for 0.5h;	92%
With pyridine In dichloromethane for 0.5h;	92%
With pyridine In tetrahydrofuran at 0 - 20℃; for 2h;	81%

: 73112-16-0
2,6-Dibromo-4-methylpyridine

: 106447-97-6
2-amino-4-(trifluoromethyl)pyridine

: 1407500-61-1
6-bromo-4-methyl-N-[4-(trifluoromethyl)pyridine-2-yl]pyridine-2-amine

Conditions

Conditions	Yield
With sodium t-butanolate; dichloro[1,1'-bis(di-t-butylphosphino)ferrocene]palladium(II) In 1,4-dioxane at 75℃; Inert atmosphere;	92%
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium t-butanolate In 1,4-dioxane at 75℃; Inert atmosphere;	92%
With sodium t-butanolate; dichloro[1,1'-bis(di-t-butylphosphino)ferrocene]palladium(II) In 1,4-dioxane at 25 - 75℃; for 12.25h; Inert atmosphere;

: 1603-40-3
3-methylpyridin-2-ylamine

: 2579-22-8
Phenylpropargyl aldehyde

: 106447-97-6
2-amino-4-(trifluoromethyl)pyridine

: N-((8-methylimidazo[1,2-a]pyridin-3-yl)(phenyl)methyl)-4-(trifluoromethyl)pyridin-2-amine

Conditions

Conditions	Yield
With Trimethylacetic acid In dichloromethane at 60℃; for 8h; Catalytic behavior; Reagent/catalyst; Solvent; Temperature; Sealed tube; Inert atmosphere; regioselective reaction;	92%

...Expand

: 2579-22-8
Phenylpropargyl aldehyde

: 106447-97-6
2-amino-4-(trifluoromethyl)pyridine

: 1508297-73-1
4-(trifluoromethyl)-N-((7-(trifluoromethyl)imidazo[1,2-a]pyridin-3-yl)(phenyl)methyl)pyridin-2-amine

Conditions

Conditions	Yield
With Trimethylacetic acid In dichloromethane at 60℃; for 8h; Sealed tube; Inert atmosphere; regioselective reaction;	90%
With acetic acid In acetonitrile at 80℃; for 8h; Green chemistry; regiospecific reaction;	88%

: 2579-22-8
Phenylpropargyl aldehyde

: 106447-97-6
2-amino-4-(trifluoromethyl)pyridine

: 112-55-0
1-dodecylthiol

: 1508297-75-3
3-((dodecylthio)(phenyl)methyl)-7-(trifluoromethyl)imidazo[1,2-a]pyridine

Conditions

Conditions	Yield
With trifluoroacetic acid In N,N-dimethyl-formamide at 130℃; for 0.5h; Microwave irradiation;	90%
With acetic acid In acetonitrile at 80℃; for 8h; Green chemistry; regiospecific reaction;	80%

...Expand

: 100-41-4
ethylbenzene

: 106447-97-6
2-amino-4-(trifluoromethyl)pyridine

: 1629889-70-8
2-phenyl-7-trifluoromethylimidazo[1,2-α]pyridine

Conditions

Conditions	Yield
Stage #1: ethylbenzene With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) In water at 60℃; for 4h; Stage #2: 2-amino-4-(trifluoromethyl)pyridine With sodium hydrogencarbonate In water at 80℃; for 2h;	89%
Stage #1: ethylbenzene With tert.-butylhydroperoxide; 5,5-dibromohydantoin In water at 60℃; for 4h; Stage #2: 2-amino-4-(trifluoromethyl)pyridine With sodium hydrogencarbonate In water at 80℃; for 2h;	87%

: 108-30-5
succinic acid anhydride

: 106447-97-6
2-amino-4-(trifluoromethyl)pyridine

: 1621153-60-3
1-[4-(trifluoromethyl)-2-pyridyl]pyrrolidine-2,5-dione

Conditions

Conditions	Yield
In 5,5-dimethyl-1,3-cyclohexadiene at 140℃; for 16h; Sealed tube;	87%
In 5,5-dimethyl-1,3-cyclohexadiene at 140℃; for 16h;	87%

: 106447-97-6
2-amino-4-(trifluoromethyl)pyridine

: 23046-69-7
6-bromo-1,2,3,4-tetrahydro-β-carboline

: C17H15F3N4

Conditions

Conditions	Yield
With dicyclohexyl-(2′,4′,6′-triisopropyl-3,6-dimethoxy-[1,1′-biphenyl]-2-yl)phosphine; palladium diacetate; sodium t-butanolate In 1,4-dioxane at 100℃; for 14h; Suzuki Coupling;	87%

: 2579-22-8
Phenylpropargyl aldehyde

: 64-17-5
ethanol

: 106447-97-6
2-amino-4-(trifluoromethyl)pyridine

: 1508296-88-5
3-(ethoxy(phenyl)methyl)-7-(trifluoromethyl)imidazo[1,2-a]pyridine

Conditions

Conditions	Yield
With acetic acid at 20 - 80℃; for 9h; Green chemistry; regiospecific reaction;	86%

...Expand

: 106447-97-6
2-amino-4-(trifluoromethyl)pyridine

: 25194-01-8
2,6-dichloro-4-nitro-pyridine

: 1370453-15-8
6-chloro-4-nitro-N-[4-(trifluoromethyl)pyridin-2-yl]pyridin-2-amine

Conditions

Conditions	Yield
With caesium carbonate; tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In 1,4-dioxane at 100℃; for 1h; Inert atmosphere; Sealed tube;	84%
With tris-(dibenzylideneacetone)dipalladium(0); caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In 1,4-dioxane Inert atmosphere; Schlenk technique;	84%

: 2-(2-bromoacetyl)-6-methyl-1,3,6,2-dioxazaborocane-4,8-dione

: 106447-97-6
2-amino-4-(trifluoromethyl)pyridine

: 6-methyl-2-(7-(trifluoromethyl)imidazo[1,2-a]pyridin-2-yl)-1,3,6,2-dioxazaborocane-4,8-dione

Conditions

Conditions	Yield
Stage #1: 2-(2-bromoacetyl)-6-methyl-1,3,6,2-dioxazaborocane-4,8-dione; 2-amino-4-(trifluoromethyl)pyridine In acetonitrile at 70℃; for 60h; Stage #2: With triethylamine In acetonitrile at 70℃;	84%

: 2579-22-8
Phenylpropargyl aldehyde

: 107-03-9
1-thiopropane

: 106447-97-6
2-amino-4-(trifluoromethyl)pyridine

: C18H17F3N2S

Conditions

Conditions	Yield
With trifluoroacetic acid In N,N-dimethyl-formamide at 130℃; for 0.5h; Microwave irradiation;	83%

...Expand

: 695-34-1
2-Amino-4-methylpyridine

: 2579-22-8
Phenylpropargyl aldehyde

: 106447-97-6
2-amino-4-(trifluoromethyl)pyridine

: N-((7-methylimidazo[1,2-a]pyridin-3-yl)(phenyl)methyl)-4-(trifluoromethyl)pyridin-2-amine

Conditions

Conditions	Yield
With Trimethylacetic acid In dichloromethane at 60℃; for 8h; Sealed tube; Inert atmosphere; regioselective reaction;	83%

...Expand

: 106447-97-6
2-amino-4-(trifluoromethyl)pyridine

: 153556-42-4
4-bromo-3-fluorobenzoic acid

: 1419221-61-6
4-bromo-3-fluoro-N-(4-(trifluoromethyl)pyridin-2-yl)benzamide

Conditions

Conditions	Yield
With triethylamine; HATU In tetrahydrofuran at 20 - 60℃; for 60h;	82%
With triethylamine; HATU In tetrahydrofuran at 20 - 60℃; for 60h;	82%
With triethylamine; HATU In tetrahydrofuran at 20 - 60℃; for 60h;	82%
With triethylamine; HATU In tetrahydrofuran at 20 - 60℃; for 60h;

: 4341-76-8
Ethyl 2-butynoate

: 106447-97-6
2-amino-4-(trifluoromethyl)pyridine

: N-(4-(trifluoromethyl)pyridin-2-yl)but-2-ynamide

Conditions

Conditions	Yield
Stage #1: 2-amino-4-(trifluoromethyl)pyridine With n-butyllithium In tetrahydrofuran at -78℃; Inert atmosphere; Stage #2: Ethyl 2-butynoate In tetrahydrofuran at -78 - 20℃; Inert atmosphere; regioselective reaction;	82%

: 1603-41-4
(5-methyl-pyridin-2-yl)amine

: 2579-22-8
Phenylpropargyl aldehyde

: 106447-97-6
2-amino-4-(trifluoromethyl)pyridine

: N-((6-methylimidazo[1,2-a]pyridin-3-yl)(phenyl)methyl)-4-(trifluoromethyl)pyridin-2-amine

Conditions

Conditions	Yield
With Trimethylacetic acid In dichloromethane at 60℃; for 8h; Sealed tube; Inert atmosphere; regioselective reaction;	82%

...Expand

: 2579-22-8
Phenylpropargyl aldehyde

: 106447-97-6
2-amino-4-(trifluoromethyl)pyridine

: phenyl(7-(trifluoromethyl)imidazo[1,2-a]pyridin-3-yl)methanone

Conditions

Conditions	Yield
With [2,2]bipyridinyl; copper(l) iodide; acetic acid In dichloromethane at 20℃; for 12h; regioselective reaction;	81%
Multi-step reaction with 2 steps 1: acetic acid / dichloromethane / 0.5 h / 25 °C 2: silver hexafluoroantimonate / dichloromethane / 12 h / 25 °C / Green chemistry View Scheme

: 10601-80-6
ethyl 3,3-diethoxypropanoate

: 106447-97-6
2-amino-4-(trifluoromethyl)pyridine

: ethyl (E)-3-(8-(trifluoromethyl)-4-oxo-4H-pyrido[1,2-a]pyrimidin-3-yl)acrylate

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In toluene at 80℃; for 6h;	80%

: 586-76-5
4-Bromobenzoic acid

: 106447-97-6
2-amino-4-(trifluoromethyl)pyridine

: 4-bromo-N-(4-(trifluoromethyl)pyridin-2-yl)benzamide

Conditions

Conditions	Yield
Stage #1: 4-Bromobenzoic acid With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane Stage #2: 2-amino-4-(trifluoromethyl)pyridine With pyridine In dichloromethane at 0℃;	79%
With pyridine; trichlorophosphate for 0.0833333h; Cooling with ice;	60%
Stage #1: 4-Bromobenzoic acid With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine In N,N-dimethyl-formamide at 0℃; for 0.5h; Stage #2: 2-amino-4-(trifluoromethyl)pyridine In N,N-dimethyl-formamide at 0 - 20℃; for 12h;

: 721-04-0
2-phenoxy-1-phenylethanone

: 106447-97-6
2-amino-4-(trifluoromethyl)pyridine

: 3-phenoxy-2-phenyl-7-trifluoromethylimidazo[1,2-a]pyridine

Conditions

Conditions	Yield
With tert.-butylhydroperoxide; iodine In water; 1,2-dichloro-ethane at 110℃; under 760.051 Torr; for 16h;	79%

: 20511-12-0
2-amino-5-iodopyridine

: 2579-22-8
Phenylpropargyl aldehyde

: 106447-97-6
2-amino-4-(trifluoromethyl)pyridine

: N-((6-iodoimidazo[1,2-a]pyridin-3-yl)(phenyl)methyl)-4-(trifluoromethyl)pyridin-2-amine

Conditions

Conditions	Yield
With Trimethylacetic acid In dichloromethane at 60℃; for 8h; Sealed tube; Inert atmosphere; regioselective reaction;	79%

...Expand

: 2,6-dichloro-N-(propyl-2-yl)pyridin-4-amine

: 106447-97-6
2-amino-4-(trifluoromethyl)pyridine

: C14H14ClF3N4

Conditions

Conditions	Yield
With palladium diacetate; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl In 1,4-dioxane at 80℃; for 24h; Buchwald-Hartwig Coupling;	77%
With palladium diacetate; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl at 80℃; for 24h; Sealed tube; Inert atmosphere;

: 1824-81-3
2-Amino-6-methylpyridine

: 2579-22-8
Phenylpropargyl aldehyde

: 106447-97-6
2-amino-4-(trifluoromethyl)pyridine

: N-((5-methylimidazo[1,2-a]pyridin-3-yl)(phenyl)methyl)-4-(trifluoromethyl)pyridin-2-amine

Conditions

Conditions	Yield
With Trimethylacetic acid In dichloromethane at 60℃; for 8h; Sealed tube; Inert atmosphere; regioselective reaction;	77%

...Expand

: 98-86-2
acetophenone

: 106447-97-6
2-amino-4-(trifluoromethyl)pyridine

: 1629889-70-8
2-phenyl-7-trifluoromethylimidazo[1,2-α]pyridine

Conditions

Conditions	Yield
In ethanol at 70℃; for 24h;	75%

: 7693-46-1
4-Nitrophenyl chloroformate

: 106447-97-6
2-amino-4-(trifluoromethyl)pyridine

: (4-nitrophenyl) N-[4-(trifluoromethyl)-2-pyridyl]carbamate

Conditions

Conditions	Yield
With pyridine In dichloromethane at 0 - 20℃; for 3.75h;	75%

: 19836-78-3
3-methyl-2-oxo-1,3-oxazolidine

: 106447-97-6
2-amino-4-(trifluoromethyl)pyridine

: 1-(2-hydroxyethyl)-1-methyl-3-[4-(trifluoromethyl)-2-pyridyl]urea

Conditions

Conditions	Yield
Stage #1: 2-amino-4-(trifluoromethyl)pyridine With sodium t-butanolate In toluene for 0.0833333h; Stage #2: 3-methyl-2-oxo-1,3-oxazolidine In toluene at 20℃; for 3.5h; Reagent/catalyst; Solvent; Temperature;	75%

2-Amino-4-(trifluoromethyl)pyridine Chemical Properties

Molecular Formula: C₆H₅F₃N₂
Molar mass:162.11251 g/mol
Structure of 2-Amino-4-(trifluoromethyl)pyridine(106447-97-6):

Synonyms of 2-Amino-4-(trifluoromethyl)pyridine(106447-97-6):4-(TRIFLUOROMETHYL)PYRIDIN-2-AMINE;4-Trifluoromethyl-pyridin-2-ylamine;4-Trifluoromethyl-2-pyridinamine
Melting point:70-74 °C
Density:1.368 g/cm³
Flash Point:87.7 °C
Boiling Point:221.3 °C at 760 mmHg
Index of Refraction: 1.478
Vapour Pressure: 0.108 mmHg at 25°C

2-Amino-4-(trifluoromethyl)pyridine Safety Profile

Hazard Codes:T

,Xi

Risk Statements:
22: Harmful if swallowed
25: Toxic if swallowed
34: Causes burns
36: Irritating to the eyes
37: Irritating to the respiratory system
38: Irritating to the skin
43: May cause sensitization by skin contact
Safety Statements:
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36: Wear suitable protective clothing
37: Wear suitable gloves
39: Wear eye/face protection
45: In case of accident or if you feel unwell, seek medical advice immediately (show label where possible)

2-Amino-4-(trifluoromethyl)pyridine Specification

Product Categories of 2-Amino-4-(trifluoromethyl)pyridine(106447-97-6):pharmacetical;Amines;Pyridine series;Pyridines;Halogenated Heterocycles;Heterocyclic Building Blocks

Product Name

2-Amino-4-(trifluoromethyl)pyridine

Synthetic route

2-Amino-4-(trifluoromethyl)pyridine Chemical Properties

2-Amino-4-(trifluoromethyl)pyridine Safety Profile

2-Amino-4-(trifluoromethyl)pyridine Specification

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