2-chloro-6-(trifluoromethyl)-1H-benzimidazole → 2-[4-(8-Hydroxyquinolin-2-yl)piperazin-1-yl]-6-trifluoromethyl-1H-benzoimidazole

HRID 730735Notes

Reaction equation

HRID 730735 reaction equation
[OH:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[N:10]=[C:9]([N:12]1[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]1)[CH:8]=[CH:7]2.Cl[C:19]1[NH:23][C:22]2[CH:24]=[C:25]([C:28]([F:31])([F:30])[F:29])[CH:26]=[CH:27][C:21]=2[N:20]=1>>[OH:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[N:10]=[C:9]([N:12]1[CH2:17][CH2:16][N:15]([C:19]3[NH:23][C:22]4[CH:24]=[C:25]([C:28]([F:31])([F:30])[F:29])[CH:26]=[CH:27][C:21]=4[N:20]=3)[CH2:14][CH2:13]1)[CH:8]=[CH:7]2

Participants

3

Reactant 2

HCID 3379052-chloro-6-(trifluoromethyl)-1H-benzimidazoleHCID 674023752-(1-piperazinyl)-8-Quinolinol

Product 1

HCID 578350492-[4-(8-Hydroxyquinolin-2-yl)piperazin-1-yl]-6-trifluoromethyl-1H-benzoimidazole

Procedure

The piperazine from step (b) above (0.329 g, 1.67 mmol) and 2-chloro-6-trifluoromethyl-1H-benzoimidazole (0.370 g, 1.67 mmol, Example 1c) reacted under the conditions of Example 3c to give the title compound. M.p. 191-193° C. MS (ESI, pos. ion) m/z: 414 (M+1).

Sources & evidence

ORD record
ord-6305020130724f90a8d7d739c6a67d04
Source dataset
uspto-grants-2009_09
Patent number
US07582761B2

Reaction notes

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