2-chloro-6-(trifluoromethyl)-4-(3,4,5-trifluorophenyl)-1H-benzoimidazole → HCID 178508584, compound

HRID 912841Notes

Reaction equation

HRID 912841 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([N:8]2[CH2:13][CH2:12][N:11]([C:14](OC(C)(C)C)=O)[CH2:10][CH2:9]2)[C:5]([F:21])=[CH:4][C:3]=1[F:22].ClC1[NH:28][C:27]2[CH:29]=[C:30]([C:42]([F:45])([F:44])[F:43])[CH:31]=[C:32]([C:33]3[CH:38]=[C:37]([F:39])[C:36]([F:40])=[C:35]([F:41])[CH:34]=3)[C:26]=2[N:25]=1>>[F:22][C:3]1[C:2]([NH2:1])=[N:7][C:6]([N:8]2[CH2:9][CH2:10][N:11]([C:14]3[NH:25][C:26]4[C:32]([C:33]5[CH:34]=[C:35]([F:41])[C:36]([F:40])=[C:37]([F:39])[CH:38]=5)=[CH:31][C:30]([C:42]([F:43])([F:44])[F:45])=[CH:29][C:27]=4[N:28]=3)[CH2:12][CH2:13]2)=[C:5]([F:21])[CH:4]=1

Participants

3

Reactant 2

HCID 116388672-chloro-6-(trifluoromethyl)-4-(3,4,5-trifluorophenyl)-1H-benzoimidazoleHCID 86593828tert-Butyl 4-(6-amino-3,5-difluoropyridin-2-yl)piperazine-1-carboxylate

Product 1

HCID 178508584HCID 178508584, compound

Procedure

The piperazine from step (a) above (74 mg, 0.35 mmol) reacted with 2-chloro-6-(trifluoromethyl)-4-(3,4,5-trifluorophenyl)-1H-benzoimidazole (87 mg, 0.25 mmol, Example 51b) under the conditions of Example 3c to give the title compound as a white amorphous solid. MS (ESI, pos. ion) m/z: 529 (M+1).

Sources & evidence

ORD record
ord-e24d892bfcc24eab9c92a610108329db
Source dataset
uspto-grants-2011_09
Patent number
US08026241B2

Reaction notes

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