(3,4,5-Trifluorophenyl)boronic Acid (contains varying amounts of Anhydride) → HCID 178461520, compound

HRID 912854Notes

Reaction equation

HRID 912854 reaction equation
Br[C:2]1[C:7]2[NH:8][C:9]([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][C@H:12]3[CH3:27])=[N:10][C:6]=2[CH:5]=[C:4]([C:28]([F:31])([F:30])[F:29])[CH:3]=1.[F:32][C:33]1[CH:34]=[C:35](B(O)O)[CH:36]=[C:37]([F:40])[C:38]=1[F:39]>>[CH3:27][C@@H:12]1[CH2:13][N:14]([C:17]2[C:22]([C:23]([F:25])([F:26])[F:24])=[CH:21][CH:20]=[CH:19][N:18]=2)[CH2:15][CH2:16][N:11]1[C:9]1[NH:8][C:7]2[C:2]([C:35]3[CH:34]=[C:33]([F:32])[C:38]([F:39])=[C:37]([F:40])[CH:36]=3)=[CH:3][C:4]([C:28]([F:31])([F:30])[F:29])=[CH:5][C:6]=2[N:10]=1

Participants

3

Reactant 2

HCID 2734671(3,4,5-Trifluorophenyl)boronic Acid (contains varying amounts of Anhydride)HCID 178461517HCID 178461517, compound

Product 1

HCID 178461520HCID 178461520, compound

Procedure

7-Bromo-2-{(2R)-2-methyl-4-[3-(trifluoromethyl)pyridin-2-yl]piperazin-1-yl}-5-(trifluoromethyl)-1H-benzoimidazole (152 mg, 0.3 mmol, Example 79) and 3,4,5-trifluorophenylboronic acid (88 mg, 0.5 mmol, Lancaster) reacted under the conditions of Example 51a to give the title compound as a white amorphous solid. MS (ESI, pos. ion) m/z: 560 (M+1).

Sources & evidence

ORD record
ord-baf3bd969bcf431496b4f32777917407
Source dataset
uspto-grants-2011_09
Patent number
US08026241B2

Reaction notes

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