1-[3-(Trifluoromethyl)pyridin-2-yl]piperazine → 4-Bromo-6-trifluoromethyl-2-[4-(3-trifluoromethylpyridin-2-yl)piperazin-1-yl]-1H-benzoimidazole

HRID 730711Notes

Reaction equation

HRID 730711 reaction equation
[F:1][C:2]([F:16])([F:15])[C:3]1[C:4]([N:9]2[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]2)=[N:5][CH:6]=[CH:7][CH:8]=1.[Br:17][C:18]1[C:26]2[N:25]=[C:24](Cl)[NH:23][C:22]=2[CH:21]=[C:20]([C:28]([F:31])([F:30])[F:29])[CH:19]=1>>[Br:17][C:18]1[C:26]2[N:25]=[C:24]([N:12]3[CH2:11][CH2:10][N:9]([C:4]4[C:3]([C:2]([F:1])([F:15])[F:16])=[CH:8][CH:7]=[CH:6][N:5]=4)[CH2:14][CH2:13]3)[NH:23][C:22]=2[CH:21]=[C:20]([C:28]([F:31])([F:30])[F:29])[CH:19]=1

Participants

3

Reactant 2

HCID 27777861-[3-(Trifluoromethyl)pyridin-2-yl]piperazineHCID 115945854-bromo-2-chloro-6-trifluoromethyl-1H-benzoimidazole

Product 1

HCID 116704454-Bromo-6-trifluoromethyl-2-[4-(3-trifluoromethylpyridin-2-yl)piperazin-1-yl]-1H-benzoimidazole

Procedure

The reaction of 1-(3-trifluoromethylpyridin-2-yl)piperazine (128 mg, 0.5 mmol, Fluorochem) and 4-bromo-2-chloro-6-trifluoromethyl-1H-benzoimidazole (210 mg, 0.7 mmol, Example 6b) under the conditions of Example 3c afforded the title compound as a white solid. M.p. 196° C. MS (ESI, pos. ion) m/z: 494 (M+1).

Sources & evidence

ORD record
ord-2149cdaae3d44b26a1f2fcc7374b9c7b
Source dataset
uspto-grants-2009_09
Patent number
US07582761B2

Reaction notes

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