N-(3(2-((dimethylamino)methyl)-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl)-3-iodo-4-methylbenzamide → N-[3-{2-[(dimethylamino)methyl]-1H-imidazol-1-yl}-5-(trifluoromethyl)phenyl]-4-methyl-3-(1,6-naphthyridin-8-ylethyl)benzamide

HRID 1255926Notes

Reaction equation

HRID 1255926 reaction equation
[C:1]([C:3]1[CH:4]=[N:5][CH:6]=[C:7]2[C:12]=1[N:11]=[CH:10][CH:9]=[CH:8]2)#[CH:2].[CH3:13][N:14]([CH2:16][C:17]1[N:18]([C:22]2[CH:23]=[C:24]([NH:32][C:33](=[O:42])[C:34]3[CH:39]=[CH:38][C:37]([CH3:40])=[C:36](I)[CH:35]=3)[CH:25]=[C:26]([C:28]([F:31])([F:30])[F:29])[CH:27]=2)[CH:19]=[CH:20][N:21]=1)[CH3:15]>>[CH3:15][N:14]([CH2:16][C:17]1[N:18]([C:22]2[CH:23]=[C:24]([NH:32][C:33](=[O:42])[C:34]3[CH:35]=[CH:36][C:37]([CH3:40])=[C:38]([CH2:2][CH2:1][C:3]4[CH:4]=[N:5][CH:6]=[C:7]5[C:12]=4[N:11]=[CH:10][CH:9]=[CH:8]5)[CH:39]=3)[CH:25]=[C:26]([C:28]([F:29])([F:30])[F:31])[CH:27]=2)[CH:19]=[CH:20][N:21]=1)[CH3:13]

Participants

3

Reactant 2

HCID 46838614N-(3(2-((dimethylamino)methyl)-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl)-3-iodo-4-methylbenzamideHCID 747878748-Ethynyl-1,6-naphthyridine

Product 1

HCID 68915272N-[3-{2-[(dimethylamino)methyl]-1H-imidazol-1-yl}-5-(trifluoromethyl)phenyl]-4-methyl-3-(1,6-naphthyridin-8-ylethyl)benzamide

Procedure

The title compound can be synthesized from 8-ethynyl-1,6-naphthyridine and N-(3-(2-((dimethylamino)methyl)-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl)-3-iodo-4-methylbenzamide in a manner similar to that described for Example 1. 8-ethynyl-1,6-naphthyridine is prepared from 8-bromo-1,6-naphthyridine and ethynyltrimethylsilane according to the 2 steps procedure described in Example 1.

Sources & evidence

ORD record
ord-c0c1c0a0083c42f8b182694f6f1a4b35
Source dataset
uspto-grants-2013_06
Patent number
US08461167B2

Reaction notes

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