2-chloro-6-(trifluoromethyl)-1H-benzimidazole → 1-(5-chloro-6-(4-(5-(trifluoromethyl)-1H-benzo[d]imidazol-2-yl)piperazin-1-yl)pyridin-3-yl)ethanone

HRID 730819Notes

Reaction equation

HRID 730819 reaction equation
Cl.[Cl:2][C:3]1[CH:4]=[C:5]([C:15](=[O:17])[CH3:16])[CH:6]=[N:7][C:8]=1[N:9]1[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]1.Cl[C:19]1[NH:23][C:22]2[CH:24]=[C:25]([C:28]([F:31])([F:30])[F:29])[CH:26]=[CH:27][C:21]=2[N:20]=1>>[Cl:2][C:3]1[CH:4]=[C:5]([C:15](=[O:17])[CH3:16])[CH:6]=[N:7][C:8]=1[N:9]1[CH2:14][CH2:13][N:12]([C:19]2[NH:23][C:22]3[CH:24]=[C:25]([C:28]([F:31])([F:30])[F:29])[CH:26]=[CH:27][C:21]=3[N:20]=2)[CH2:11][CH2:10]1

Participants

3

Reactant 2

HCID 3379052-chloro-6-(trifluoromethyl)-1H-benzimidazoleHCID 1210064991-(5-Chloro-6-(piperazin-1-yl)pyridin-3-yl)ethanone hydrochloride

Product 1

HCID 104774141-(5-chloro-6-(4-(5-(trifluoromethyl)-1H-benzo[d]imidazol-2-yl)piperazin-1-yl)pyridin-3-yl)ethanone

Procedure

1-(5-Chloro-6-piperazin-1-yl-pyridin-3-yl)-ethanone, hydrochloride from step (d) above (0.6 g, 1.92 mmol) reacted with 2-chloro-6-trifluoromethyl-1H-benzoimidazole (0.423 g, 1.92 mmol, Example 1 c) under the conditions of Example 94d to give the title compound as a white amorphous solid. MS (ESI, pos. ion) m/z: 424 (M+1).

Sources & evidence

ORD record
ord-9e8e990557794ed18c445f4644d4ac3f
Source dataset
uspto-grants-2009_09
Patent number
US07582761B2

Reaction notes

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