1-[3-(Trifluoromethyl)pyridin-2-yl]piperazine → 4,6-Bis(trifluoromethyl)-2-[4-(3-trifluoromethylpyridin-2-yl)piperazin-1-yl]-1H-benzoimidazole

HRID 912795Notes

Reaction equation

HRID 912795 reaction equation
[F:1][C:2]([F:18])([F:17])[C:3]1[C:11]2[N:10]=[C:9](Cl)[NH:8][C:7]=2[CH:6]=[C:5]([C:13]([F:16])([F:15])[F:14])[CH:4]=1.[F:19][C:20]([F:34])([F:33])[C:21]1[C:22]([N:27]2[CH2:32][CH2:31][NH:30][CH2:29][CH2:28]2)=[N:23][CH:24]=[CH:25][CH:26]=1>>[F:1][C:2]([F:18])([F:17])[C:3]1[C:11]2[N:10]=[C:9]([N:30]3[CH2:31][CH2:32][N:27]([C:22]4[C:21]([C:20]([F:34])([F:19])[F:33])=[CH:26][CH:25]=[CH:24][N:23]=4)[CH2:28][CH2:29]3)[NH:8][C:7]=2[CH:6]=[C:5]([C:13]([F:16])([F:15])[F:14])[CH:4]=1

Participants

3

Reactant 2

HCID 27777861-[3-(Trifluoromethyl)pyridin-2-yl]piperazineHCID 115293882-chloro-4,6-bis(trifluoromethyl)-1H-benzo[d]imidazole

Product 1

HCID 114967254,6-Bis(trifluoromethyl)-2-[4-(3-trifluoromethylpyridin-2-yl)piperazin-1-yl]-1H-benzoimidazole

Procedure

The benzoimidazole from step (b) above (115 mg, 0.4 mmol) and 1-(3-trifluoromethylpyridin-2-yl)piperazine (140 mg, 0.6 mmol, Maybridge) reacted under the conditions of Example 3c to give the title compound as a white solid. M.p. 142° C. MS (ESI, pos. ion) m/z: 484 (M+1).

Sources & evidence

ORD record
ord-d890e1965dce407ebaac9f73093264a0
Source dataset
uspto-grants-2011_09
Patent number
US08026241B2

Reaction notes

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