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

HRID 730716Notes

Reaction equation

HRID 730716 reaction equation
[Cl:1][C:2]1[C:3]([N:12]2[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]2)=[N:4][CH:5]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:7]=1.[Br:18][C:19]1[C:27]2[N:26]=[C:25](Cl)[NH:24][C:23]=2[CH:22]=[C:21]([C:29]([F:32])([F:31])[F:30])[CH:20]=1>>[Br:18][C:19]1[C:27]2[N:26]=[C:25]([N:15]3[CH2:16][CH2:17][N:12]([C:3]4[C:2]([Cl:1])=[CH:7][C:6]([C:8]([F:9])([F:10])[F:11])=[CH:5][N:4]=4)[CH2:13][CH2:14]3)[NH:24][C:23]=2[CH:22]=[C:21]([C:29]([F:32])([F:31])[F:30])[CH:20]=1

Participants

3

Reactant 2

HCID 6676191-(3-Chloro-5-(trifluoromethyl)pyridin-2-yl)piperazineHCID 115945854-bromo-2-chloro-6-trifluoromethyl-1H-benzoimidazole

Product 1

HCID 578351994-Bromo-6-trifluoromethyl-2-[4-(3-chloro-5-trifluoromethylpyridin-2-yl)piperazin-1-yl]-1H-benzoimidazole

Procedure

The reaction of 1-(3-chloro-5-trifluoromethylpyridin-2-yl)piperazine (212 mg, 0.8 mmol, ABCR) 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 amorphous solid. MS (ESI, pos. ion) m/z: 530 (M+1).

Sources & evidence

ORD record
ord-39db4fd9b43f40a3a04e1d355d95f707
Source dataset
uspto-grants-2009_09
Patent number
US07582761B2

Reaction notes

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