1-(3-Chloropyridin-2-yl)piperazine hydrochloride → 5-Chloro-2-[4-(3-chloro-pyridin-2-yl)-piperazin-1-yl]-6-trifluoromethyl-1H-benzoimidazole

HRID 730801Notes

Reaction equation

HRID 730801 reaction equation
Cl[C:2]1[NH:3][C:4]2[CH:10]=[C:9]([Cl:11])[C:8]([C:12]([F:15])([F:14])[F:13])=[CH:7][C:5]=2[N:6]=1.Cl.[Cl:17][C:18]1[C:19]([N:24]2[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]2)=[N:20][CH:21]=[CH:22][CH:23]=1>>[Cl:11][C:9]1[C:8]([C:12]([F:15])([F:14])[F:13])=[CH:7][C:5]2[NH:6][C:2]([N:27]3[CH2:28][CH2:29][N:24]([C:19]4[C:18]([Cl:17])=[CH:23][CH:22]=[CH:21][N:20]=4)[CH2:25][CH2:26]3)=[N:3][C:4]=2[CH:10]=1

Participants

3

Reactant 2

HCID 204550741-(3-Chloropyridin-2-yl)piperazine hydrochlorideHCID 1785060581H-Benzimidazole, 2,6-dichloro-5-(trifluoromethyl)-

Product 1

HCID 103418275-Chloro-2-[4-(3-chloro-pyridin-2-yl)-piperazin-1-yl]-6-trifluoromethyl-1H-benzoimidazole

Procedure

2,5-Dichloro-6-(trifluoromethyl)benzoimidazole (255 mg, 1.0 mmol, Example 84c) reacted with 1-(3-chloropyridin-2-yl)piperazine hydrochloride (233 mg, 1.0 mmol, Example 3b) under the conditions of Example 3c to give the title compound as a white solid. M.p. 208.9-211.0° C. MS (ESI, pos. ion) m/z: 416.3, 420.1 (M+1).

Sources & evidence

ORD record
ord-e719cac210d04ca1bbb444cd413788af
Source dataset
uspto-grants-2009_09
Patent number
US07582761B2

Reaction notes

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