3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline supplier

Name
3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline
EINECS 688-269-6
CAS No. 641571-11-1
Article Data49
CAS DataBase
Density 1.35 g/cm³
Solubility 228.6mg/L at 25℃
Melting Point 124-126°C
Formula C₁₁H₁₀F₃N₃
Boiling Point 379.805 °C at 760 mmHg
Molecular Weight 241.216
Flash Point 183.5 °C
Transport Information
Appearance
Safety 26-39
Risk Codes 41
Molecular Structure
Hazard Symbols
Synonyms 1-(3-Amino-5-trifluoromethylphenyl)-4-methyl-1H-imidazole;
PSA 43.84000
LogP 3.36290

Synthetic route

: 822-36-6
4-methyl-1H-imidazole

: 54962-75-3
[3-bromo-5-(trifluoromethyl)phenyl]amine

: 641571-11-1
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline

Conditions

Conditions	Yield
With copper(l) iodide; (+)-D-glucosamine hydrochloride; caesium carbonate In water; dimethyl sulfoxide at 90℃; for 12h; Temperature; Concentration;	96.18%
With potassium phosphate; tris-(dibenzylideneacetone)dipalladium(0) In toluene; tert-butyl alcohol at 120℃; for 8h; Inert atmosphere;	91%
With copper(l) iodide; 1-(5,6,7,8-tetrahydroquinolin-8-yl)ethan-1-one; caesium carbonate In N,N-dimethyl-formamide at 110℃; for 18h; Inert atmosphere; Sealed tube;	91%

: C23H18F6N6O

: 641571-11-1
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline

Conditions

Conditions	Yield
With sodium hydroxide In m-xylene; isopropyl alcohol for 25h; Reflux;	92.8%

: 916975-92-3
4-methyl-1-(3-nitro-5-(trifluoromethyl)phenyl)-1H-imidazole

: 641571-11-1
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline

Conditions

Conditions	Yield
With iron(III) chloride; hydrazine hydrate; pyrographite In ethanol at 50 - 60℃; Reagent/catalyst; Temperature;	91.3%
With palladium In methanol at 25℃; for 5h;	86%
With palladium on activated charcoal; hydrogen In methanol at 25℃; for 5h;	86%

: 3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)benzohydrazide

: 641571-11-1
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline

Conditions

Conditions	Yield
Stage #1: 3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)benzohydrazide With sulfuric acid; sodium nitrite In methanol at 15 - 25℃; for 0.416667h; Stage #2: In methanol at 55 - 75℃; for 0.416667h; Concentration; Reagent/catalyst; Temperature;	90%

: 455279-96-6
N-(3-amino-5-(trifluoromethyl)phenyl)acetamide

: 50-00-0
formaldehyd

: 78-98-8
2-oxopropanal

: 641571-11-1
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline

Conditions

Conditions	Yield
Stage #1: N-(3-amino-5-(trifluoromethyl)phenyl)acetamide With ammonium chloride In ethanol; acetone at 0 - 20℃; Stage #2: formaldehyd; 2-oxopropanal In ethanol; water; acetone at 65 - 70℃;	85.4%

...Expand

: 641571-13-3
3-(4-methyl-imidazol-1-yl)-5-trifluoromethylbenzoic acid

: 75-65-0
tert-butyl alcohol

: 641571-11-1
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline

Conditions

Conditions	Yield
Stage #1: 3-(4-methyl-imidazol-1-yl)-5-trifluoromethylbenzoic acid; tert-butyl alcohol With diphenyl phosphoryl azide; triethylamine for 16h; Reflux; Stage #2: With sodium hydroxide In propan-1-ol; para-xylene; water for 30h; Solvent; Reagent/catalyst; Reflux;	79.5%

: N-(4-methoxybenzyl)-3-(4-methyl-1H-imidazol-1yl)-5-trifluoromethylaniline

: 641571-11-1
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline

Conditions

Conditions	Yield
With trifluoroacetic acid at 20 - 25℃; for 2h; Reagent/catalyst; Temperature;	78%

: 822-36-6
4-methyl-1H-imidazole

: 389571-69-1
3-iodo-5-trifluoromethylaniline

A: 641571-11-1
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline

B: 3-(5-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline

Conditions

Conditions	Yield
With potassium phosphate at 110℃; for 30h; Reagent/catalyst;	A 65.2% B n/a

...Expand

: 822-36-6
4-methyl-1H-imidazole

: 54962-75-3
[3-bromo-5-(trifluoromethyl)phenyl]amine

A: 641571-11-1
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline

B: 3-(5-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline

Conditions

Conditions	Yield
With copper(l) iodide; caesium carbonate; rac-diaminocyclohexane In diethylene glycol dimethyl ether at 24℃; for 24h; Reagent/catalyst; Inert atmosphere;	A 64.9% B n/a
With copper(I) oxide; potassium phosphate; N1,N2-bis(furan-2-ylmethyl)oxalamide In dimethyl sulfoxide at 120℃; for 24h; Overall yield = 89 %;

...Expand

: 917391-26-5
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline hydrochloride

: 641571-11-1
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline

Conditions

Conditions	Yield
With potassium hydrogencarbonate In ethanol; water at 0 - 45℃; for 3.5h; Product distribution / selectivity;	32.8%
With potassium hydrogencarbonate In methanol; water at 20 - 40℃; for 3h; Product distribution / selectivity;

: N-(3-(4-methyl-1H-1-imidazolyl)-5-trifluoromethylbenzene) tert-butoxycarbonylamine

: 641571-11-1
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline

Conditions

Conditions	Yield
Stage #1: N-(3-(4-methyl-1H-1-imidazolyl)-5-trifluoromethylbenzene) tert-butoxycarbonylamine With hydrogenchloride In isopropyl alcohol at 60℃; for 5h; Stage #2: With sodium hydrogencarbonate In water; isopropyl alcohol

: 822-36-6
4-methyl-1H-imidazole

: 454-67-1
3-fluoro-5-trifluoromethylaniline

: 641571-11-1
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline

Conditions

Conditions	Yield
Stage #1: 4-methyl-1H-imidazole With sodium hydride In tetrahydrofuran at 20 - 25℃; for 0.25h; Stage #2: 3-fluoro-5-trifluoromethylaniline In tetrahydrofuran; 1-methyl-pyrrolidin-2-one at 20 - 165℃; for 22.25h; Product distribution / selectivity;

: 454-73-9
1-fluoro-3-(trifluoromethyl)-5-nitrobenzene

: 641571-11-1
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: caesium carbonate / N,N-dimethyl-formamide / 8 h / 80 °C 2: palladium / methanol / 5 h / 25 °C View Scheme
Multi-step reaction with 2 steps 1: caesium carbonate / N,N-dimethyl-formamide / 8 h / 80 °C 2: palladium on activated charcoal; hydrogen / methanol / 5 h / 25 °C View Scheme
Multi-step reaction with 2 steps 1: caesium carbonate / N,N-dimethyl-formamide / 8 h / 80 °C 2: palladium on activated charcoal; hydrogen / methanol / 5 h / 25 °C View Scheme
Multi-step reaction with 2 steps 1: potassium carbonate 2: tin(ll) chloride; hydrogenchloride / water View Scheme

: 98-08-8
α,α,α-trifluorotoluene

: 641571-11-1
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: nitric acid; sulfuric acid / 2 h / 40 °C 2: nitric acid; sulfuric acid; bromine / 4 h / 70 °C 3: iron; hydrogenchloride / ethanol / 1.5 h / 40 °C 4: D-glucosamine hydrochloride; copper(l) iodide; caesium carbonate / dimethyl sulfoxide; water / 10 h / 100 °C View Scheme
Multi-step reaction with 4 steps 1: nitric acid; sulfuric acid / 8 h / 0 - 20 °C 2: sulfuric acid; bromine / 14 h / 60 - 70 °C / Cooling with ice 3: potassium carbonate; triethylamine; copper(l) iodide; isoquinolin-8-ol / N,N-dimethyl-formamide / 5 h / 100 - 140 °C 4: iron(III) chloride; pyrographite; hydrazine hydrate / ethanol / 50 - 60 °C View Scheme

: 98-46-4
3-trifluoromethylnitrobenzene

: 641571-11-1
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: nitric acid; sulfuric acid; bromine / 4 h / 70 °C 2: iron; hydrogenchloride / ethanol / 1.5 h / 40 °C 3: D-glucosamine hydrochloride; copper(l) iodide; caesium carbonate / dimethyl sulfoxide; water / 10 h / 100 °C View Scheme
Multi-step reaction with 3 steps 1: sulfuric acid; bromine / 14 h / 60 - 70 °C / Cooling with ice 2: potassium carbonate; triethylamine; copper(l) iodide; isoquinolin-8-ol / N,N-dimethyl-formamide / 5 h / 100 - 140 °C 3: iron(III) chloride; pyrographite; hydrazine hydrate / ethanol / 50 - 60 °C View Scheme

: 54962-75-3
[3-bromo-5-(trifluoromethyl)phenyl]amine

: 641571-11-1
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: N-ethyl-N,N-diisopropylamine; dmap / toluene 1.2: 5 h 2.1: trifluoroacetic acid / 2 h / 20 - 25 °C View Scheme
Multi-step reaction with 3 steps 1.1: sodium cyanoborohydride / tetrahydrofuran / 24 h / 20 °C 2.1: 8-quinolinol; 1-methyl-pyrrolidin-2-one / water / Inert atmosphere 2.2: 5 h / 140 - 145 °C / Inert atmosphere 3.1: trifluoroacetic acid / 2 h / 20 - 25 °C View Scheme

: ethyl 3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)benzoate

: 641571-11-1
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: hydrazine hydrate / ethanol / 16 h / 78 °C 2.1: sodium nitrite; sulfuric acid / methanol / 0.42 h / 15 - 25 °C 2.2: 0.42 h / 55 - 75 °C View Scheme

: sodium 3-bromo-5-trifluoromethylbenzoate

: 641571-11-1
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: trans-N,N'-dimethyl-1,2-cyclohexyldiamine; potassium phosphate; copper(l) iodide / N,N-dimethyl-formamide / 60 h / 115 °C / Molecular sieve 1.2: 30 - 35 °C / Molecular sieve 2.1: hydrazine hydrate / ethanol / 16 h / 78 °C 3.1: sodium nitrite; sulfuric acid / methanol / 0.42 h / 15 - 25 °C 3.2: 0.42 h / 55 - 75 °C View Scheme

: 328-67-6
3-bromo-5-(trifluoromethyl)benzoic acid

: 641571-11-1
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: trans-N,N'-dimethyl-1,2-cyclohexyldiamine; potassium phosphate; copper(l) iodide / N,N-dimethyl-formamide / 72 h / 115 °C / Molecular sieve 1.2: Molecular sieve 2.1: hydrazine hydrate / methanol / 16 h / 65 °C 3.1: sodium nitrite; sulfuric acid / methanol / 0.42 h / 15 - 25 °C 3.2: 0.42 h / 55 - 75 °C View Scheme
Multi-step reaction with 3 steps 1.1: trans-N,N'-dimethyl-1,2-cyclohexyldiamine; potassium phosphate; copper(l) iodide / 1,4-dioxane / 72 h / 115 °C / Molecular sieve 2.1: hydrazine hydrate / methanol / 16 h / 65 °C 3.1: sodium nitrite; sulfuric acid / methanol / 0.42 h / 15 - 25 °C 3.2: 0.42 h / 55 - 75 °C View Scheme

: 641571-13-3
3-(4-methyl-imidazol-1-yl)-5-trifluoromethylbenzoic acid

: 641571-11-1
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: hydrazine hydrate / methanol / 16 h / 65 °C 2.1: sodium nitrite; sulfuric acid / methanol / 0.42 h / 15 - 25 °C 2.2: 0.42 h / 55 - 75 °C View Scheme

: 3-bromo-5-trifluoromethylbenzoic acid methyl ester

: 641571-11-1
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: trans-N,N'-dimethyl-1,2-cyclohexyldiamine; potassium phosphate; copper(l) iodide / N,N-dimethyl-formamide / 105 °C / Molecular sieve 2.1: hydrazine hydrate / methanol / 16 h / 65 °C 3.1: sodium nitrite; sulfuric acid / methanol / 0.42 h / 15 - 25 °C 3.2: 0.42 h / 55 - 75 °C View Scheme

: 149793-69-1
3-fluoro-5-trifluoromethyl-benzonitrile

: 641571-11-1
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: potassium carbonate; dihydrogen peroxide / dimethyl sulfoxide; water / 1.5 h / 25 - 35 °C 2.1: sodium amide / N,N-dimethyl acetamide / 1 h / 25 - 35 °C 2.2: 12 h / 25 - 85 °C 3.1: sodium hydroxide; bromine / water / 3.33 h / 0 - 95 °C View Scheme

: 917391-28-7
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)benzamide

: 641571-11-1
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline

Conditions

Conditions	Yield
With bromine; sodium hydroxide In water at 0 - 95℃; for 3.33333h;	80 g

: 130723-13-6
3-bromo-5-fluorobenzotrifluoride

: 641571-11-1
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: sodium hydride / 1-methyl-pyrrolidin-2-one 2: palladium diacetate / toluene 3: hydrogenchloride / water View Scheme

: 917391-27-6
1-[3-bromo-5-(trifluoromethyl)phenyl]-4-methyl-1H-imidazole

: 641571-11-1
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: palladium diacetate / toluene 2: hydrogenchloride / water View Scheme

: C24H18F3N3

: 641571-11-1
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline

Conditions

Conditions	Yield
With hydrogenchloride In water

: 368-53-6
5-(trifluoromethyl)benzene-1,3-diamine

: 641571-11-1
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: N-ethyl-N,N-diisopropylamine / toluene / 0 - 10 °C 2.1: ammonium chloride / ethanol; acetone / 0 - 20 °C 2.2: 65 - 70 °C View Scheme
Multi-step reaction with 2 steps 1.1: triethylamine / dichloromethane / 0 - 10 °C 2.1: ammonium chloride / ethanol; acetone / 0 - 20 °C 2.2: 65 - 70 °C View Scheme

: 641571-11-1
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline

: 201230-82-2
carbon monoxide

: 5-bromo-2-methylphenyl(4-(pyridin-3-yl)pyrimidin-2-yl)-carbamic acid tert-butyl ester

: 641571-10-0
nilotinib

Conditions

Conditions	Yield
Stage #1: 3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline; carbon monoxide; 5-bromo-2-methylphenyl(4-(pyridin-3-yl)pyrimidin-2-yl)-carbamic acid tert-butyl ester With bis(benzonitrile)palladium(II) dichloride; triethylamine; 1,2-bis-(diphenylphosphino)ethane; phenol In N,N-dimethyl-formamide at 90 - 105℃; under 6000.6 Torr; for 48h; Molecular sieve; Inert atmosphere; Autoclave; Stage #2: With trifluoroacetic acid In ethanol Inert atmosphere; Stage #3: With potassium hydroxide In ethanol; water pH=6 - 9; Reagent/catalyst; Solvent; Pressure; Inert atmosphere;	100%

Yield

Stage #1: 3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline; carbon monoxide; 5-bromo-2-methylphenyl(4-(pyridin-3-yl)pyrimidin-2-yl)-carbamic acid tert-butyl ester With bis(benzonitrile)palladium(II) dichloride; triethylamine; 1,2-bis-(diphenylphosphino)ethane; phenol In N,N-dimethyl-formamide at 90 - 105℃; under 6000.6 Torr; for 48h; Molecular sieve; Inert atmosphere; Autoclave;
Stage #2: With trifluoroacetic acid In ethanol Inert atmosphere;
Stage #3: With potassium hydroxide In ethanol; water pH=6 - 9; Reagent/catalyst; Solvent; Pressure; Inert atmosphere;

100%

...Expand

: 641571-11-1
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline

: 6946-14-1
3-acetylamino-4-methylbenzoic acid

: 3-acetamido-4-methyl-N-[3-(4-methyl-1H-imidazol-1-yl)-5-trifluoromethylphenyl]benzamide

Conditions

Conditions	Yield
Stage #1: 3-acetylamino-4-methylbenzoic acid With thionyl chloride In dichloromethane for 4h; Reflux; Stage #2: 3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline With triethylamine; aniline In dichloromethane for 8h; Reflux;	95.1%
Stage #1: 3-acetylamino-4-methylbenzoic acid With thionyl chloride In dichloromethane for 4h; Reflux; Stage #2: 3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline With triethylamine In dichloromethane for 8h; Reflux;	94.7%

: 641571-11-1
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline

: 330807-44-8
3-((tert-butoxycarbonyl)amino)-4-methylbenzoic acid methyl ester

: N-(2-methyl-5-((3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl)carbamoyl)phenyl)carbamic acid tert-butyl ester

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at -10 - 0℃; Reagent/catalyst; Solvent; Temperature;	95%

: 641571-11-1
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline

: 641569-94-0
4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid

: 641571-10-0
nilotinib

Conditions

Conditions	Yield
Stage #1: 4-methyl-3-{[4-(pyridin-3-yl)pyrimidin-2-yl]amino}benzoic acid With thionyl chloride In 1-methyl-pyrrolidin-2-one at 60℃; for 1.25h; Stage #2: 3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline In 1-methyl-pyrrolidin-2-one at 90℃; for 3h; Product distribution / selectivity;	94%
Stage #1: 4-methyl-3-{[4-(pyridin-3-yl)pyrimidin-2-yl]amino}benzoic acid With thionyl chloride In 1-methyl-pyrrolidin-2-one at 60℃; for 1.25h; Stage #2: 3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline In 1-methyl-pyrrolidin-2-one at 90℃; for 3h; Stage #3: With sodium hydroxide In 1-methyl-pyrrolidin-2-one; water at 80℃; pH=11 - 12; Product distribution / selectivity;	94%
Stage #1: 4-methyl-3-{[4-(pyridin-3-yl)pyrimidin-2-yl]amino}benzoic acid With thionyl chloride In 1-methyl-pyrrolidin-2-one at 60℃; for 1.5h; Stage #2: 3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline In 1-methyl-pyrrolidin-2-one at 90℃; for 0.5h;	90%

: 641571-11-1
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline

: 3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)azide

Conditions

Conditions	Yield
Stage #1: 3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline With hydrogenchloride; sodium nitrite In water at 0 - 5℃; for 1.5h; Stage #2: With sodium azide In water at 0 - 5℃; for 3h;	93.73%

: 641571-11-1
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline

: C17H13ClN4O

: 4-methyl-N-(3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl)-3-((4-(pyridin-2-yl)pyrimidin-2-yl)amino)benzamide

Conditions

Conditions	Yield
Stage #1: 3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline; C17H13ClN4O In 1-methyl-pyrrolidin-2-one at 60℃; for 3h; Stage #2: With potassium hydroxide In 1-methyl-pyrrolidin-2-one; water at 80℃; Stage #3: With potassium carbonate In 1-methyl-pyrrolidin-2-one; water at 40 - 60℃; for 2h; Solvent;	93%

: 641571-11-1
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline

: 855304-57-3
methyl 3-azido-4-methylbenzoate

: 1408000-52-1
3-azido-4-methyl-N-(3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl)benzamide

Conditions

Conditions	Yield
With potassium tert-butylate In tetrahydrofuran at -20 - 20℃;	92%
With potassium tert-butylate In tetrahydrofuran at -20 - 20℃;	92%

: 641571-11-1
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline

: 4-methyl-3-[[4-(3-pyridyl)-2-pyrimidinyl]amino]benzoic acid ethyl ester

: 641571-10-0
nilotinib

Conditions

Conditions	Yield
With trimethylaluminum In toluene for 5h; Concentration; Time; Reflux;	91%

: 641571-11-1
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline

: 75-36-5
acetyl chloride

: N-[3-(4-methyl-1H-1-imidazolyl)-5-trifluoromethylbenzene]acetamide

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 35℃; for 2h;	90.1%

: 641571-11-1
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline

: 917392-54-2
methyl 4-methyl-3 -[[4-(pyridin-3-yl)pyrimidin-2-yl]amino]benzoate

: 641571-10-0
nilotinib

Conditions

Conditions	Yield
With potassium tert-butylate In tetrahydrofuran at 0 - 20℃; for 12h; Inert atmosphere;	90%
With sodium t-butanolate In tetrahydrofuran at 0 - 20℃; for 12h; Inert atmosphere;	81%
With potassium tert-butylate In tetrahydrofuran at -5 - 20℃; for 30h; Inert atmosphere; Large scale;	68%

: 641571-11-1
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline

: 24424-99-5
di-tert-butyl dicarbonate

: N-(3-(4-methyl-1H-1-imidazolyl)-5-trifluoromethylbenzene) tert-butoxycarbonylamine

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 35℃; for 12h;	86.5%

: 641571-11-1
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline

: 1186620-63-2
methyl 4-methyl-3-(4-(pyridin-3-yl)thiazol-2-ylamino)benzoate

: 1234798-38-9
N-(5-(4-methyl-1H-imidazol-1-yl)-3-(trifluoromethyl)-phenyl)-4-methyl-3-(4-pyridin-3-yl-thiazol-2-ylamino)-benzamide

Conditions

Conditions	Yield
With potassium tert-butylate In tetrahydrofuran at -20 - 20℃;	86%

: 641571-11-1
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline

: 52107-98-9
3-iodo-4-methylbenzoyl chloride

: 926922-18-1
3-iodo-4-methyl-N-(3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl)benzamide

Conditions

Conditions	Yield
Stage #1: 3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline; 3-iodo-4-methylbenzoyl chloride In tetrahydrofuran at 20℃; for 0.5h; Inert atmosphere; Stage #2: With dmap; N-ethyl-N,N-diisopropylamine In tetrahydrofuran	85%
With dmap; N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃; for 2h;	4.60 g
With N-ethyl-N,N-diisopropylamine; dmap In tetrahydrofuran at 20℃; for 2h;

: 641571-11-1
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline

: 926038-04-2
4-methyl-3-(4-pyrazine-2-yl-pyrimidine-2-yl-amino)-benzoic acid ethyl ester

: Radotinib

Conditions

Conditions	Yield
Stage #1: 3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline With potassium tert-butylate In tetrahydrofuran at -20℃; for 0.5h; Stage #2: 4-methyl-3-(4-pyrazine-2-yl-pyrimidine-2-yl-amino)-benzoic acid ethyl ester In tetrahydrofuran at -20 - 20℃;	85%

: 641571-11-1
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline

: 82998-57-0
3-iodo-4-toluic acid

: 926922-18-1
3-iodo-4-methyl-N-(3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl)benzamide

Conditions

Conditions	Yield
With dmap; N-ethyl-N,N-diisopropylamine In tetrahydrofuran; thionyl chloride; water	84.3%
Stage #1: 3-iodo-4-toluic acid With thionyl chloride for 6h; Stage #2: 3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline With N-ethyl-N,N-diisopropylamine In chloroform at 60℃; for 5h;	57%
Stage #1: 3-iodo-4-toluic acid With thionyl chloride for 1h; Reflux; Stage #2: 3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline With dmap; N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃; for 2h;

: 641571-11-1
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline

: 3-((tert-butoxycarbonyl)amino)-4-methylbenzoic acid ethyl ester

: N-(2-methyl-5-((3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl)carbamoyl)phenyl)carbamic acid tert-butyl ester

Conditions

Conditions	Yield
With potassium tert-butylate In N,N-dimethyl-formamide at -10 - -5℃; Reagent/catalyst; Solvent; Temperature;	84%

: 641571-11-1
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline

: 1207665-71-1
4-methyl-3-(4-pyrazine-2-yl-pyrimidine-2-yl-amino)-benzoic acid methyl ester

: Radotinib

Conditions

Conditions	Yield
Stage #1: 3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline With potassium tert-butylate In tetrahydrofuran at -20℃; for 0.5h; Stage #2: 4-methyl-3-(4-pyrazine-2-yl-pyrimidine-2-yl-amino)-benzoic acid methyl ester In tetrahydrofuran at -20 - 20℃; Product distribution / selectivity;	83%

: 641571-11-1
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline

: 1451042-82-2
methyl 3-(4-oxopyrimidin-2-ylamino)-4-methylbenzoate

: 1451042-83-3
4-methyl-N-(3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl)-3-(6-oxo-1,6-dihydropyrimidin-2-ylamino)benzamide

Conditions

Conditions	Yield
With potassium tert-butylate In tetrahydrofuran at -5 - 20℃; for 16h; Inert atmosphere;	83%

: 641571-11-1
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline

: 926038-03-1
4-methyl-3-(4-thiazole-2-yl-pyrimidine-2-yl-amino)benzoic acid ethyl ester

: 4-methyl-N-[3-(4-methylimidazole-1-yl)-5-trifluoromethyl-phenyl]-3-(4-thiazole-2-yl-pyrimidine-2-yl-amino)benzamide

Conditions

Conditions	Yield
Stage #1: 3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline With potassium tert-butylate In tetrahydrofuran at -20℃; for 0.5h; Stage #2: 4-methyl-3-(4-thiazole-2-yl-pyrimidine-2-yl-amino)benzoic acid ethyl ester In tetrahydrofuran at -20 - 20℃;	81%

: 641571-11-1
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline

: 1571-08-0
methyl 4-formylbenzoate

: methyl 4-({[3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl]amino}methyl)benzoate

Conditions

Conditions	Yield
With sodium tris(acetoxy)borohydride; acetic acid In chloroform at 20℃;	81%

: 641571-11-1
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline

: 1207665-69-7
4-methyl-3-(4-thiazole-2-yl-pyrimidine-2-yl-amino)benzoic acid methyl ester

: 4-methyl-N-[3-(4-methylimidazole-1-yl)-5-trifluoromethyl-phenyl]-3-(4-thiazole-2-yl-pyrimidine-2-yl-amino)benzamide

Conditions

Conditions	Yield
Stage #1: 3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline With potassium tert-butylate In tetrahydrofuran at -20℃; for 0.5h; Stage #2: 4-methyl-3-(4-thiazole-2-yl-pyrimidine-2-yl-amino)benzoic acid methyl ester In tetrahydrofuran at -20 - 20℃; Product distribution / selectivity;	80%

: 641571-11-1
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline

: 1207665-73-3
3-(4-imidazole-1-yl-pyrimidine-2-yl amino)-4-methyl-benzoic acid methyl ester

: 3-(4-imidazole-1-yl-pyrimidine-2-yl-amino)-4-methyl-N-[3-(4-methyl-imidazole-1-yl)-5-trifluoromethyl-phenyl] benzamide

Conditions

Conditions	Yield
Stage #1: 3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline With sodium t-butanolate In tetrahydrofuran at -20℃; for 0.5h; Stage #2: 3-(4-imidazole-1-yl-pyrimidine-2-yl amino)-4-methyl-benzoic acid methyl ester In tetrahydrofuran at -20 - 20℃; Product distribution / selectivity;	76%

: 641571-11-1
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline

: 926038-10-0
3-(4-imidazole-1-yl-pyrimidine-2-yl-amino)-4-methyl-benzoic acid ethyl ester

: 3-(4-imidazole-1-yl-pyrimidine-2-yl-amino)-4-methyl-N-[3-(4-methyl-imidazole-1-yl)-5-trifluoromethyl-phenyl] benzamide

Conditions

Conditions	Yield
Stage #1: 3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline With potassium tert-butylate In tetrahydrofuran at -20℃; for 0.5h; Stage #2: 3-(4-imidazole-1-yl-pyrimidine-2-yl-amino)-4-methyl-benzoic acid ethyl ester In tetrahydrofuran at -20 - 20℃;	73%

3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline Chemical Properties

Molecular Structure of 3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline (CAS NO.641571-11-1):

Molecular Formula:C₁₁H₁₀F₃N₃
Molecular Weight: 241.21
H bond acceptors: 3
H bond donors: 2
Freely Rotating Bonds: 2
Polar Surface Area: 43.84 Å²
Molar Refractivity: 57.024 cm³
Molar Volume: 178.191 cm³
Index of Refraction: 1.553
Surface Tension: 36.64 dyne/cm
Density: 1.354 g/cm³
Flash Point: 183.5 °C
Enthalpy of Vaporization: 62.787 kJ/mol
Boiling Point: 379.805 °C at 760 mmHg
Vapour Pressure: 0 mmHg at 25°C
Density:1.35g/cm³
SMILES: FC(F)(F)c1cc(cc(c1)n2cc(nc2)C)N
InChI: InChI=1/C11H10F3N3/c1-7-5-17(6-16-7)10-3-8(11(12,13)14)2-9(15)4-10/h2-6H,15H2,1H3

3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline Specification

3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline , its cas register number is 641571-11-1. It also can be called 1-(3-Amino-5-trifluoromethylphenyl)-4-methylimidazole ; 4-methyl-1H-imidazol-1-yl)-3-(trifluoromethyl) benzene amine ; 3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline ; benzenamine, 3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)- .

Product Name

3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline

Synthetic route

3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline Chemical Properties

3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline Specification

Related Products

Hot Products