2,5-Dichlorobenzimidazole → 6-Chloro-2-[4-(3-trifluoromethylpyridin-2-yl)piperazin-1-yl]-1H-benzoimidazole

HRID 730725

Reaction equation

HRID 730725 reaction equation
Cl[C:2]1[NH:6][C:5]2[CH:7]=[CH:8][C:9]([Cl:11])=[CH:10][C:4]=2[N:3]=1.[F:12][C:13]([F:27])([F:26])[C:14]1[C:15]([N:20]2[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]2)=[N:16][CH:17]=[CH:18][CH:19]=1>>[Cl:11][C:9]1[CH:8]=[CH:7][C:5]2[N:6]=[C:2]([N:23]3[CH2:24][CH2:25][N:20]([C:15]4[C:14]([C:13]([F:27])([F:12])[F:26])=[CH:19][CH:18]=[CH:17][N:16]=4)[CH2:21][CH2:22]3)[NH:3][C:4]=2[CH:10]=1

Participants

3

Reactant 2

HCID 3354732,5-DichlorobenzimidazoleHCID 27777861-[3-(Trifluoromethyl)pyridin-2-yl]piperazine

Product 1

HCID 115599866-Chloro-2-[4-(3-trifluoromethylpyridin-2-yl)piperazin-1-yl]-1H-benzoimidazole

Procedure

The benzoimidazole from step (b) above (0.186 g, 0.995 mmol) and 1-(3-trifluoromethylpyridin-2-yl)piperazine (0.23 g, 0.995 mmol, Maybridge) reacted under the conditions of Example 3c to give the title compound as a white solid. M.p. 228-231° C. MS (ESI, pos. ion) m/z: 382 (M+1).

Sources & evidence

ORD record
ord-309798ff12574e8fa09f9c93dc320dc6
Source dataset
uspto-grants-2009_09
Patent number
US07582761B2

Linked notes

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