4-Bromo-6-trifluoromethyl-2-[4-(3-trifluoromethylpyridin-2-yl)piperazin-1-yl]-1H-benzoimidazole → HCID 57835048, compound

HRID 730849Notes

Reaction equation

HRID 730849 reaction equation
Br[C:2]1[C:10]2[N:9]=[C:8]([N:11]3[CH2:16][CH2:15][N:14]([C:17]4[C:22]([C:23]([F:26])([F:25])[F:24])=[CH:21][CH:20]=[CH:19][N:18]=4)[CH2:13][CH2:12]3)[NH:7][C:6]=2[CH:5]=[C:4]([C:27]([F:30])([F:29])[F:28])[CH:3]=1.[C:31]([CH:35]1[CH2:40][CH2:39][C:38](B2OC(C)(C)C(C)(C)O2)=[CH:37][CH2:36]1)([CH3:34])([CH3:33])[CH3:32]>>[C:31]([CH:35]1[CH2:40][CH2:39][C:38]([C:2]2[C:10]3[N:9]=[C:8]([N:11]4[CH2:12][CH2:13][N:14]([C:17]5[C:22]([C:23]([F:26])([F:25])[F:24])=[CH:21][CH:20]=[CH:19][N:18]=5)[CH2:15][CH2:16]4)[NH:7][C:6]=3[CH:5]=[C:4]([C:27]([F:29])([F:30])[F:28])[CH:3]=2)=[CH:37][CH2:36]1)([CH3:32])([CH3:33])[CH3:34]

Participants

3

Reactant 2

HCID 116704454-Bromo-6-trifluoromethyl-2-[4-(3-trifluoromethylpyridin-2-yl)piperazin-1-yl]-1H-benzoimidazoleHCID 154866052-(4-tert-Butylcyclohex-1-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Product 1

HCID 57835048HCID 57835048, compound

Procedure

4-Bromo-6-trifluoromethyl-2-[4-(3-trifluoromethyl-pyridin-2-yl)-piperazin-1-yl]-1H-benzoimidazole (250 mg, 0.5 mmol, Example 7) and 2-(4-tert-butyl-cyclohex-1-enyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane from step (b) above (200 mg, 0.76 mmol) reacted under the conditions of Example 10 to give the title compound as a white solid. MS (ESI, pos. ion) m/z: 552 (M+1). M.p. 96-97.7° C.

Sources & evidence

ORD record
ord-fd23d0a689fc4e46ae800e590a2a2b50
Source dataset
uspto-grants-2009_09
Patent number
US07582761B2

Reaction notes

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