Trifluoroacetic acid → 4-Piperazin-1-yl-6-trifluoromethyl-2-[4-(3-trifluoromethyl-pyridin-2-yl)-piperazin-1-yl]-1H-benzoimidazole

HRID 912914Notes

Reaction equation

HRID 912914 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[C:22]3[N:21]=[C:20]([N:23]4[CH2:28][CH2:27][N:26]([C:29]5[C:34]([C:35]([F:38])([F:37])[F:36])=[CH:33][CH:32]=[CH:31][N:30]=5)[CH2:25][CH2:24]4)[NH:19][C:18]=3[CH:17]=[C:16]([C:39]([F:42])([F:41])[F:40])[CH:15]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.FC(F)(F)C(O)=O>>[N:11]1([C:14]2[C:22]3[N:21]=[C:20]([N:23]4[CH2:24][CH2:25][N:26]([C:29]5[C:34]([C:35]([F:36])([F:37])[F:38])=[CH:33][CH:32]=[CH:31][N:30]=5)[CH2:27][CH2:28]4)[NH:19][C:18]=3[CH:17]=[C:16]([C:39]([F:42])([F:40])[F:41])[CH:15]=2)[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]1

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 865938324-{6-Trifluoromethyl-2-[4-(3-trifluoromethyl-pyridin-2-yl)-piperazin-1-yl]-1H-benzoimidazol-4-yl}-piperazine-1-carboxylic acid tert-butyl ester

Product 1

HCID 117556704-Piperazin-1-yl-6-trifluoromethyl-2-[4-(3-trifluoromethyl-pyridin-2-yl)-piperazin-1-yl]-1H-benzoimidazole

Procedure

4-{6-Trifluoromethyl-2-[4-(3-trifluoromethyl-pyridin-2-yl)-piperazin-1-yl]-1H-benzoimidazol-4-yl}-piperazine-1-carboxylic acid tert-butyl ester from step (a) above reacted with trifluoroacetic acid under the conditions of Example 146c to give the title compound. MS (ESI, pos. ion) m/z: 500 (M+1).

Sources & evidence

ORD record
ord-85850f3f245b4d4db9f04cb09796b241
Source dataset
uspto-grants-2011_09
Patent number
US08026241B2

Reaction notes

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