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

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

 EINECS N/A
CAS No. 926922-18-1 Density 1.61
PSA 46.92000 LogP 5.43780
Solubility N/A Melting Point 235-237oC
Formula C19H15F3IN3O Boiling Point N/A
Molecular Weight 485.247 Flash Point N/A
Transport Information N/A Appearance N/A
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 926922-18-1 (3-Iodo-4-methyl-N-[3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl]benzamide) Hazard Symbols N/A
Synonyms

3-Iodo-4-methyl-N-[3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl]benzamide

Article Data 14

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

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
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;
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
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;
641571-11-1

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

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;
54962-75-3

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

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
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
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
926922-18-1

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

1066-54-2

trimethylsilylacetylene

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%
926922-18-1

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

66521-66-2

4-pyridin-3-ylpyrimidin-2-ylamine

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%
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

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%
926922-18-1

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

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

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;
56468-29-2

9-vinyl-9H-purine

926922-18-1

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

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-(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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