Trimethylsilylacetylene → 3-trifluoromethyl-5-(4-methylimidazol-1-yl)-N-[3-(2-(5-trifluoromethyl-1H-imidazol-2-yl)pyridin-5-yl)ethynyl-4-fluorophenyl]-benzamide

HRID 1773477Notes

Reaction equation

HRID 1773477 reaction equation
[F:1][C:2]([F:19])([F:18])[C:3]1[CH:4]=[C:5]([CH:9]=[C:10]([N:12]2[CH:16]=[C:15]([CH3:17])[N:14]=[CH:13]2)[CH:11]=1)[C:6](Cl)=[O:7].I[C:21]1[CH:22]=[C:23]([CH:25]=[CH:26][C:27]=1[F:28])[NH2:24].C[Si]([C:33]#[CH:34])(C)C.[F:35][C:36]([F:50])([F:49])[C:37]1[NH:41][C:40]([C:42]2[CH:47]=[CH:46][C:45](Br)=[CH:44][N:43]=2)=[N:39][CH:38]=1>>[F:1][C:2]([F:19])([F:18])[C:3]1[CH:4]=[C:5]([CH:9]=[C:10]([N:12]2[CH:16]=[C:15]([CH3:17])[N:14]=[CH:13]2)[CH:11]=1)[C:6]([NH:24][C:23]1[CH:25]=[CH:26][C:27]([F:28])=[C:21]([C:33]#[C:34][C:45]2[CH:46]=[CH:47][C:42]([C:40]3[NH:41][C:37]([C:36]([F:50])([F:49])[F:35])=[CH:38][N:39]=3)=[N:43][CH:44]=2)[CH:22]=1)=[O:7]

Participants

5

Reactant 4

HCID 66111TrimethylsilylacetyleneHCID 198563304-Fluoro-3-iodoanilineHCID 1184125303-Trifluoromethyl-5-(4-methylimidazol-1-yl)benzoyl chlorideHCID 1184127402-(5-Trifluoromethylimidazol-2-yl)-5-bromopyridine

Product 1

HCID 902021673-trifluoromethyl-5-(4-methylimidazol-1-yl)-N-[3-(2-(5-trifluoromethyl-1H-imidazol-2-yl)pyridin-5-yl)ethynyl-4-fluorophenyl]-benzamide

Procedure

The title compound was prepared using 3-trifluoromethyl-5-(4-methylimidazol-1-yl)benzoyl chloride, 3-iodo-4-fluoroaniline, trimethylsilylacetylene and 2-(5-trifluoromethylimidazol-2-yl)-5-bromopyridine as raw materials, according to the method described in Example 3.

Sources & evidence

ORD record
ord-edaada5842dd4b0aa10313707b9c3f19
Source dataset
uspto-grants-2016_02
Patent number
US09255107B2

Reaction notes

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