Product Name

Synthetic route

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

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

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

3-iodo-4-methylbenzoyl chloride

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

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

Conditions
ConditionsYield
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;
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline
641571-11-1

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

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

3-iodo-4-toluic acid

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

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

Conditions
ConditionsYield
With dmap; N-ethyl-N,N-diisopropylamine In tetrahydrofuran; thionyl chloride; water84.3%
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;
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline
641571-11-1

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

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

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

Conditions
ConditionsYield
Stage #1: 3-iodo-4-toluic acid With thionyl chloride for 1h; Heating / reflux;
Stage #2: 3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline With N-ethyl-N,N-diisopropylamine; dmap In tetrahydrofuran; benzene at 20℃; for 2h;
[3-bromo-5-(trifluoromethyl)phenyl]amine
54962-75-3

[3-bromo-5-(trifluoromethyl)phenyl]amine

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

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

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1-(5,6,7,8-tetrahydroquinolin-8-yl)ethan-1-one; copper(l) iodide; caesium carbonate / N,N-dimethyl-formamide / 18 h / 110 °C / Inert atmosphere; Sealed tube
2: triethylamine / tetrahydrofuran / 1 h / 20 °C
View Scheme
Multi-step reaction with 2 steps
1.1: 8-quinolinol; potassium carbonate; copper(l) iodide / dimethyl sulfoxide / 16 h / 40 - 120 °C / Inert atmosphere; Sealed tube
2.1: thionyl chloride / 1 h / Reflux
2.2: 2 h / 20 °C
View Scheme
Multi-step reaction with 2 steps
1: potassium carbonate; copper(l) iodide; 8-quinolinol; ammonia / dimethyl sulfoxide; water / 16 h / 50 - 120 °C / Sealed tube; Inert atmosphere
2: N-ethyl-N,N-diisopropylamine; dmap / tetrahydrofuran; water; thionyl chloride
View Scheme
Multi-step reaction with 2 steps
1.1: copper(l) iodide; 8-quinolinol / dimethyl sulfoxide / 24 h / 120 °C / Inert atmosphere
2.1: thionyl chloride / 6 h
2.2: 5 h / 60 °C
View Scheme
3-iodo-4-toluic acid
82998-57-0

3-iodo-4-toluic acid

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

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

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: N,N-dimethyl-formamide; thionyl chloride / 2 h / Reflux
2: triethylamine / tetrahydrofuran / 1 h / 20 °C
View Scheme
Multi-step reaction with 2 steps
1: thionyl chloride; N,N-dimethyl-formamide / 2 h / Reflux
2: triethylamine / tetrahydrofuran / 1 h / 20 °C
View Scheme
Multi-step reaction with 2 steps
1: thionyl chloride / N,N-dimethyl-formamide / 2 h / Reflux
2: triethylamine / tetrahydrofuran / 1 h / 0 - 20 °C
View Scheme
Multi-step reaction with 2 steps
1: thionyl chloride
2: tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere
View Scheme
3-iodo-4-methyl-N-(3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl)benzamide
926922-18-1

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

trimethylsilylacetylene
1066-54-2

trimethylsilylacetylene

3-ethynyl-4-methyl-N-(3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl)benzamide
1257628-83-3

3-ethynyl-4-methyl-N-(3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl)benzamide

Conditions
ConditionsYield
Stage #1: 3-iodo-4-methyl-N-[3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl]benzamide; trimethylsilylacetylene With copper(l) iodide; palladium bis[bis(diphenylphosphino)ferrocene] dichloride; triethylamine In acetonitrile at 80℃; for 2h; Sonogashira Cross-Coupling; Sealed tube; Inert atmosphere;
Stage #2: With potassium carbonate In methanol at 20℃; for 3h;
90%
3-iodo-4-methyl-N-(3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl)benzamide
926922-18-1

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

4-pyridin-3-ylpyrimidin-2-ylamine
66521-66-2

4-pyridin-3-ylpyrimidin-2-ylamine

nilotinib
641571-10-0

nilotinib

Conditions
ConditionsYield
With caesium carbonate; tris(dibenzylideneacetone)dipalladium (0); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In 1,4-dioxane; tert-butyl alcohol at 100℃; for 7h;89%
With tris-(dibenzylideneacetone)dipalladium(0); caesium carbonate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In 1,4-dioxane; tert-butyl alcohol at 100℃; for 7h;89%
3-iodo-4-methyl-N-(3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl)benzamide
926922-18-1

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

2-ethynyl-4-(pyridin-3-yl)pyrimidine

2-ethynyl-4-(pyridin-3-yl)pyrimidine

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

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

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine; palladium dichloride In N,N-dimethyl-formamide at 100℃; for 3h;58%
3-iodo-4-methyl-N-(3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl)benzamide
926922-18-1

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

3-acetylenylimidazo[1,2-a]pyridine
943320-53-4

3-acetylenylimidazo[1,2-a]pyridine

3-(imidazo[1,2-a]pyridin-3-ylethynyl)-4-methyl-N-(3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl)benzamide

3-(imidazo[1,2-a]pyridin-3-ylethynyl)-4-methyl-N-(3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl)benzamide

Conditions
ConditionsYield
With copper(l) iodide; N-ethyl-N,N-diisopropylamine; tetrakis(triphenylphosphine) palladium(0) In N,N-dimethyl-formamide at 20℃; for 28.25h; Sonogashira coupling;
9-vinyl-9H-purine
56468-29-2

9-vinyl-9H-purine

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

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

AP24348
1174282-14-4

AP24348

Conditions
ConditionsYield
With palladium diacetate; N-ethyl-N,N-diisopropylamine; tris-(o-tolyl)phosphine In N,N-dimethyl-formamide at 110℃; for 15h; Heck reaction; Inert atmosphere;
N-cyclopropyl-9-vinyl-9H-purin-6-amine
926922-17-0

N-cyclopropyl-9-vinyl-9H-purin-6-amine

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

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

AP24163

AP24163

Conditions
ConditionsYield
With palladium diacetate; N-ethyl-N,N-diisopropylamine; tris-(o-tolyl)phosphine In N,N-dimethyl-formamide at 110℃; for 15h; Heck reaction; Inert atmosphere;
3-iodo-4-methyl-N-(3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl)benzamide
926922-18-1

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

3-(2-(2-(cyclopropylamino)pyrimidin-5-yl)ethynyl)-4-methyl-N-(3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl)benzamide
1257628-56-0

3-(2-(2-(cyclopropylamino)pyrimidin-5-yl)ethynyl)-4-methyl-N-(3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl)benzamide

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: triethylamine; bis-triphenylphosphine-palladium(II) chloride / acetonitrile / 2 h / 80 °C / Inert atmosphere
2: potassium carbonate; methanol / 3 h / 20 °C
3: palladium diacetate; tricyclohexylphosphine; N-ethyl-N,N-diisopropylamine; copper(l) iodide / N,N-dimethyl-formamide / 12 h / 60 °C / Inert atmosphere
View Scheme
Multi-step reaction with 3 steps
1: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide / acetonitrile / 2 h / 80 °C / Sealed tube; Inert atmosphere
2: potassium carbonate / methanol / 3 h / 20 °C
3: palladium diacetate; tricyclohexylphosphine; N-ethyl-N,N-diisopropylamine; copper(l) iodide / N,N-dimethyl-formamide / 12 h / 60 °C / Sealed tube; Inert atmosphere
View Scheme
Multi-step reaction with 2 steps
1.1: palladium bis[bis(diphenylphosphino)ferrocene] dichloride; triethylamine; copper(l) iodide / acetonitrile / 2 h / 80 °C / Sealed tube; Inert atmosphere
1.2: 3 h / 20 °C
2.1: palladium diacetate; tricyclohexylphosphine; N-ethyl-N,N-diisopropylamine; copper(l) iodide / N,N-dimethyl-formamide / 12 h / 60 °C / Sealed tube; Inert atmosphere
View Scheme
3-iodo-4-methyl-N-(3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl)benzamide
926922-18-1

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

3-ethynyl-4-methyl-N-(3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl)benzamide
1257628-83-3

3-ethynyl-4-methyl-N-(3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl)benzamide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: triethylamine; bis-triphenylphosphine-palladium(II) chloride / acetonitrile / 2 h / 80 °C / Inert atmosphere
2: potassium carbonate; methanol / 3 h / 20 °C
View Scheme
Multi-step reaction with 2 steps
1: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide / acetonitrile / 2 h / 80 °C / Sealed tube; Inert atmosphere
2: potassium carbonate / methanol / 3 h / 20 °C
View Scheme
3-iodo-4-methyl-N-(3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl)benzamide
926922-18-1

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

trimethylsilylacetylene
1066-54-2

trimethylsilylacetylene

C24H24F3N3OSi

C24H24F3N3OSi

Conditions
ConditionsYield
With bis-triphenylphosphine-palladium(II) chloride; triethylamine In acetonitrile at 80℃; for 2h; Inert atmosphere;
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide In acetonitrile at 80℃; for 2h; Sealed tube; Inert atmosphere;
3-iodo-4-methyl-N-(3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl)benzamide
926922-18-1

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

3-ethynylimidazo[1,2-a]pyrazine

3-ethynylimidazo[1,2-a]pyrazine

3-(imidazo[1,2-a]pyridin-3-ylethynyl)-4-methyl-N-(3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl)benzamide

3-(imidazo[1,2-a]pyridin-3-ylethynyl)-4-methyl-N-(3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl)benzamide

Conditions
ConditionsYield
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 28.25h; Sealed tube; Inert atmosphere;
3-iodo-4-methyl-N-(3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl)benzamide
926922-18-1

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

3-(2-(2-aminopyrimidin-5-yl)ethynyl)-4-methyl-N-(3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl)benzamide
1257628-82-2

3-(2-(2-aminopyrimidin-5-yl)ethynyl)-4-methyl-N-(3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl)benzamide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: palladium bis[bis(diphenylphosphino)ferrocene] dichloride; triethylamine; copper(l) iodide / acetonitrile / 2 h / 80 °C / Sealed tube; Inert atmosphere
1.2: 3 h / 20 °C
2.1: palladium diacetate; tricyclohexylphosphine; N-ethyl-N,N-diisopropylamine; copper(l) iodide / N,N-dimethyl-formamide / 60 °C / Sealed tube; Inert atmosphere
View Scheme
3-iodo-4-methyl-N-(3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl)benzamide
926922-18-1

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

4-methyl-N-(3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl)-3-(2-(2-(methylamino)pyrimidin-5-yl)ethynyl)benzamide
1257628-58-2

4-methyl-N-(3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl)-3-(2-(2-(methylamino)pyrimidin-5-yl)ethynyl)benzamide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: palladium bis[bis(diphenylphosphino)ferrocene] dichloride; triethylamine; copper(l) iodide / acetonitrile / 2 h / 80 °C / Sealed tube; Inert atmosphere
1.2: 3 h / 20 °C
2.1: palladium diacetate; tricyclohexylphosphine; N-ethyl-N,N-diisopropylamine; copper(l) iodide / N,N-dimethyl-formamide / 60 °C / Sealed tube; Inert atmosphere
View Scheme
3-iodo-4-methyl-N-(3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl)benzamide
926922-18-1

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

3-(2-(2-(ethylamino)pyrimidin-5-yl)ethynyl)-4-methyl-N-(3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl)benzamide
1257628-59-3

3-(2-(2-(ethylamino)pyrimidin-5-yl)ethynyl)-4-methyl-N-(3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl)benzamide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: palladium bis[bis(diphenylphosphino)ferrocene] dichloride; triethylamine; copper(l) iodide / acetonitrile / 2 h / 80 °C / Sealed tube; Inert atmosphere
1.2: 3 h / 20 °C
2.1: palladium diacetate; tricyclohexylphosphine; N-ethyl-N,N-diisopropylamine; copper(l) iodide / N,N-dimethyl-formamide / 60 °C / Sealed tube; Inert atmosphere
View Scheme
3-iodo-4-methyl-N-(3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl)benzamide
926922-18-1

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

3-(2-(2-(isopropylamino)pyrimidin-5-yl)ethynyl)-4-methyl-N-(3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl)benzamide
1257628-81-1

3-(2-(2-(isopropylamino)pyrimidin-5-yl)ethynyl)-4-methyl-N-(3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl)benzamide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: palladium bis[bis(diphenylphosphino)ferrocene] dichloride; triethylamine; copper(l) iodide / acetonitrile / 2 h / 80 °C / Sealed tube; Inert atmosphere
1.2: 3 h / 20 °C
2.1: palladium diacetate; tricyclohexylphosphine; N-ethyl-N,N-diisopropylamine; copper(l) iodide / N,N-dimethyl-formamide / 60 °C / Sealed tube; Inert atmosphere
View Scheme
3-iodo-4-methyl-N-(3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl)benzamide
926922-18-1

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

3-(2-(2-(cyclohexylamino)pyrimidin-5-yl)ethynyl)-4-methyl-N-(3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl)benzamide
1257628-65-1

3-(2-(2-(cyclohexylamino)pyrimidin-5-yl)ethynyl)-4-methyl-N-(3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl)benzamide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: palladium bis[bis(diphenylphosphino)ferrocene] dichloride; triethylamine; copper(l) iodide / acetonitrile / 2 h / 80 °C / Sealed tube; Inert atmosphere
1.2: 3 h / 20 °C
2.1: palladium diacetate; tricyclohexylphosphine; N-ethyl-N,N-diisopropylamine; copper(l) iodide / N,N-dimethyl-formamide / 60 °C / Sealed tube; Inert atmosphere
View Scheme
3-iodo-4-methyl-N-(3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl)benzamide
926922-18-1

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

3-(2-(2-(tert-butylamino)pyrimidin-5-yl)ethynyl)-4-methyl-N-(3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl)benzamide
1257628-80-0

3-(2-(2-(tert-butylamino)pyrimidin-5-yl)ethynyl)-4-methyl-N-(3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl)benzamide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: palladium bis[bis(diphenylphosphino)ferrocene] dichloride; triethylamine; copper(l) iodide / acetonitrile / 2 h / 80 °C / Sealed tube; Inert atmosphere
1.2: 3 h / 20 °C
2.1: palladium diacetate; tricyclohexylphosphine; N-ethyl-N,N-diisopropylamine; copper(l) iodide / N,N-dimethyl-formamide / 60 °C / Sealed tube; Inert atmosphere
View Scheme
3-iodo-4-methyl-N-(3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl)benzamide
926922-18-1

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

4-methyl-N-(3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl)-3-(2-(2-(phenylamino)pyrimidin-5-yl)ethynyl)benzamide
1257628-66-2

4-methyl-N-(3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl)-3-(2-(2-(phenylamino)pyrimidin-5-yl)ethynyl)benzamide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: palladium bis[bis(diphenylphosphino)ferrocene] dichloride; triethylamine; copper(l) iodide / acetonitrile / 2 h / 80 °C / Sealed tube; Inert atmosphere
1.2: 3 h / 20 °C
2.1: palladium diacetate; tricyclohexylphosphine; N-ethyl-N,N-diisopropylamine; copper(l) iodide / N,N-dimethyl-formamide / 60 °C / Sealed tube; Inert atmosphere
View Scheme
3-iodo-4-methyl-N-(3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl)benzamide
926922-18-1

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

4-methyl-N-(3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl)-3-(2-(2-(piperidin-1-yl)pyrimidin-5-yl)ethynyl)benzamide
1257628-60-6

4-methyl-N-(3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl)-3-(2-(2-(piperidin-1-yl)pyrimidin-5-yl)ethynyl)benzamide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: palladium bis[bis(diphenylphosphino)ferrocene] dichloride; triethylamine; copper(l) iodide / acetonitrile / 2 h / 80 °C / Sealed tube; Inert atmosphere
1.2: 3 h / 20 °C
2.1: palladium diacetate; tricyclohexylphosphine; N-ethyl-N,N-diisopropylamine; copper(l) iodide / N,N-dimethyl-formamide / 60 °C / Sealed tube; Inert atmosphere
View Scheme
3-iodo-4-methyl-N-(3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl)benzamide
926922-18-1

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

C29H25F3N6O

C29H25F3N6O

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: palladium bis[bis(diphenylphosphino)ferrocene] dichloride; triethylamine; copper(l) iodide / acetonitrile / 2 h / 80 °C / Sealed tube; Inert atmosphere
1.2: 3 h / 20 °C
2.1: palladium diacetate; tricyclohexylphosphine; N-ethyl-N,N-diisopropylamine; copper(l) iodide / N,N-dimethyl-formamide / 60 °C / Sealed tube; Inert atmosphere
View Scheme
3-iodo-4-methyl-N-(3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl)benzamide
926922-18-1

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

C29H25F3N6O2

C29H25F3N6O2

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: palladium bis[bis(diphenylphosphino)ferrocene] dichloride; triethylamine; copper(l) iodide / acetonitrile / 2 h / 80 °C / Sealed tube; Inert atmosphere
1.2: 3 h / 20 °C
2.1: palladium diacetate; tricyclohexylphosphine; N-ethyl-N,N-diisopropylamine; copper(l) iodide / N,N-dimethyl-formamide / 60 °C / Sealed tube; Inert atmosphere
View Scheme
3-iodo-4-methyl-N-(3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl)benzamide
926922-18-1

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

6-ethynyl-1H-1,8-naphthyridin-2-one

6-ethynyl-1H-1,8-naphthyridin-2-one

4-methyl-N-[3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl]-3-[2-(7-oxo-7,8-dihydro-1,8-naphthyridin-3-yl)ethynyl]benzamide hydrochloride

4-methyl-N-[3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl]-3-[2-(7-oxo-7,8-dihydro-1,8-naphthyridin-3-yl)ethynyl]benzamide hydrochloride

Conditions
ConditionsYield
Stage #1: 3-iodo-4-methyl-N-[3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl]benzamide; 6-ethynyl-1H-1,8-naphthyridin-2-one With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 80℃; for 5h; Inert atmosphere;
Stage #2: With hydrogenchloride In isopropyl alcohol

N-(3-(Trifluoromethyl)-5-(4-methyl-1H-imidazol-1-yl)phenyl)-3-iodo-4-methylbenzamide Chemical Properties

Molecular Structure:

Molecular Formula: C19H15F3IN3O
Molecular Weight: 485.24 
Product Name: N-(3-(Trifluoromethyl)-5-(4-methyl-1H-imidazol-1-yl)phenyl)-3-iodo-4-methylbenzamide
Synonyms of N-(3-(Trifluoromethyl)-5-(4-methyl-1H-imidazol-1-yl)phenyl)-3-iodo-4-methylbenzamide (CAS NO.926922-18-1): 3-Iodo-4-methyl-N-[3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl]benzamide
CAS NO: 926922-18-1
Melting point: 235-237 °C 
Density: 1.61

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