3-ethynyl-4-methyl-N-(4-((4-methylpiperazin-1-yl)methyl)-3-(trifluoromethyl)phenyl)benzamide → 4-methyl-3-((2-(5-trifluoromethyl-1H-imidazol-2-yl)pyridin-5-yl)ethynyl)-N-[4-((4-methylpiperazin-1-yl)methyl)-3-trifluoromethylphenyl]benzamide

HRID 1773474Notes

Reaction equation

HRID 1773474 reaction equation
Br[C:2]1[CH:3]=[CH:4][C:5]([C:8]2[NH:9][C:10]([C:13]([F:16])([F:15])[F:14])=[CH:11][N:12]=2)=[N:6][CH:7]=1.[C:17]([C:19]1[CH:20]=[C:21]([CH:43]=[CH:44][C:45]=1[CH3:46])[C:22]([NH:24][C:25]1[CH:30]=[CH:29][C:28]([CH2:31][N:32]2[CH2:37][CH2:36][N:35]([CH3:38])[CH2:34][CH2:33]2)=[C:27]([C:39]([F:42])([F:41])[F:40])[CH:26]=1)=[O:23])#[CH:18]>>[CH3:46][C:45]1[CH:44]=[CH:43][C:21]([C:22]([NH:24][C:25]2[CH:30]=[CH:29][C:28]([CH2:31][N:32]3[CH2:37][CH2:36][N:35]([CH3:38])[CH2:34][CH2:33]3)=[C:27]([C:39]([F:40])([F:42])[F:41])[CH:26]=2)=[O:23])=[CH:20][C:19]=1[C:17]#[C:18][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[NH:9][C:10]([C:13]([F:16])([F:15])[F:14])=[CH:11][N:12]=2)=[N:6][CH:7]=1

Participants

3

Reactant 2

HCID 577373983-ethynyl-4-methyl-N-(4-((4-methylpiperazin-1-yl)methyl)-3-(trifluoromethyl)phenyl)benzamideHCID 1184127402-(5-Trifluoromethylimidazol-2-yl)-5-bromopyridine

Product 1

HCID 760728944-methyl-3-((2-(5-trifluoromethyl-1H-imidazol-2-yl)pyridin-5-yl)ethynyl)-N-[4-((4-methylpiperazin-1-yl)methyl)-3-trifluoromethylphenyl]benzamide

Procedure

The title compound was prepared using 5-bromo-2-(5-trifluoromethyl-1H-imidazol-2-yl)pyridine and 3-ethynyl-4-methyl-N-[4-((4-methylpiperazin-1-yl)methyl)-3-trifluoromethylphenyl]benzamide as raw materials, according to the method described in Step 4 of Example 3.

Sources & evidence

ORD record
ord-f7bcbf54dae64ddc8fc4cb4d5f400f1e
Source dataset
uspto-grants-2016_02
Patent number
US09255107B2

Reaction notes

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