4-(Dimethylamino)phenylboronic acid → HCID 178461519, compound

HRID 912855Notes

Reaction equation

HRID 912855 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.[CH3:32][N:33]([CH3:43])[C:34]1[CH:39]=[CH:38][C:37](B(O)O)=[CH:36][CH:35]=1>>[CH3:32][N:33]([CH3:43])[C:34]1[CH:39]=[CH:38][C:37]([C:2]2[C:7]3[NH:8][C:9]([N:11]4[CH2:16][CH2:15][N:14]([C:17]5[C:22]([C:23]([F:24])([F:25])[F:26])=[CH:21][CH:20]=[CH:19][N:18]=5)[CH2:13][C@H:12]4[CH3:27])=[N:10][C:6]=3[CH:5]=[C:4]([C:28]([F:30])([F:29])[F:31])[CH:3]=2)=[CH:36][CH:35]=1

Participants

3

Reactant 2

HCID 27343444-(Dimethylamino)phenylboronic acidHCID 178461517HCID 178461517, compound

Product 1

HCID 178461519HCID 178461519, 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 4-dimethylaminophenylboronic acid (83 mg, 0.5 mmol, Aldrich) reacted under the conditions of Example 51a to give the title compound as a white amorphous solid. MS (ESI, pos. ion) m/z: 549 (M+1).

Sources & evidence

ORD record
ord-b94d88f9eef04b44b7736db0e27231de
Source dataset
uspto-grants-2011_09
Patent number
US08026241B2

Reaction notes

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