1-(3,5-Dichloropyridin-2-yl)piperazine → 4-Bromo-2-[4-(3,5-dichloropyridin-2-yl)piperazin-1-yl]-6-trifluoromethyl-1H-benzoimidazole

HRID 730714Notes

Reaction equation

HRID 730714 reaction equation
[Cl:1][C:2]1[C:3]([N:9]2[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]2)=[N:4][CH:5]=[C:6]([Cl:8])[CH:7]=1.[Br:15][C:16]1[C:24]2[N:23]=[C:22](Cl)[NH:21][C:20]=2[CH:19]=[C:18]([C:26]([F:29])([F:28])[F:27])[CH:17]=1>>[Br:15][C:16]1[C:24]2[N:23]=[C:22]([N:12]3[CH2:13][CH2:14][N:9]([C:3]4[C:2]([Cl:1])=[CH:7][C:6]([Cl:8])=[CH:5][N:4]=4)[CH2:10][CH2:11]3)[NH:21][C:20]=2[CH:19]=[C:18]([C:26]([F:29])([F:28])[F:27])[CH:17]=1

Participants

3

Reactant 2

HCID 27714311-(3,5-Dichloropyridin-2-yl)piperazineHCID 115945854-bromo-2-chloro-6-trifluoromethyl-1H-benzoimidazole

Product 1

HCID 578350764-Bromo-2-[4-(3,5-dichloropyridin-2-yl)piperazin-1-yl]-6-trifluoromethyl-1H-benzoimidazole

Procedure

The piperazine from step (a) above (162 mg, 0.7 mmol) and 4-bromo-2-chloro-6-trifluoromethyl-1H-benzoimidazole (168 mg, 0.56 mmol, Example 6b) reacted under the conditions of Example 3c to give the title compound as a white solid. M.p. 176-179° C. MS (ESI, pos. ion) m/z: 495 (M+1).

Sources & evidence

ORD record
ord-9ca85a43e71d40f6afe9cf870ba4c1fd
Source dataset
uspto-grants-2009_09
Patent number
US07582761B2

Reaction notes

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