Phenylboronic Acid → (R)-4-methyl-3-{4-[4-(3-methyl-5-phenylpyridin-2-yl)piperazine-1-carbonyl]phenyl}oxazolidin-2-one
Reaction equation
Br[C:2]1[CH:3]=[C:4]([CH3:29])[C:5]([N:8]2[CH2:13][CH2:12][N:11]([C:14]([C:16]3[CH:21]=[CH:20][C:19]([N:22]4[C@H:26]([CH3:27])[CH2:25][O:24][C:23]4=[O:28])=[CH:18][CH:17]=3)=[O:15])[CH2:10][CH2:9]2)=[N:6][CH:7]=1.[C:30]1(B(O)O)[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1>>[CH3:27][C@@H:26]1[CH2:25][O:24][C:23](=[O:28])[N:22]1[C:19]1[CH:20]=[CH:21][C:16]([C:14]([N:11]2[CH2:12][CH2:13][N:8]([C:5]3[C:4]([CH3:29])=[CH:3][C:2]([C:30]4[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=4)=[CH:7][N:6]=3)[CH2:9][CH2:10]2)=[O:15])=[CH:17][CH:18]=1Participants
3
Procedure
By reaction and treatment in the same manner as in Preparation Example 186 and using the obtained (R)-3-{4-[4-(5-bromo-3-methylpyridin-2-yl)piperazine-1-carbonyl]phenyl}-4-methyloxazolidin-2-one (535 mg) and phenylboronic acid (183 mg), (R)-4-methyl-3-{4-[4-(3-methyl-5-phenylpyridin-2-yl)piperazine-1-carbonyl]phenyl}oxazolidin-2-one was obtained. The obtained compound was dissolved in ethyl acetate (10 mL), 4N hydrogen chloride/ethyl acetate (0.3 mL) was added, and the precipitate was collected by filtration to give the title compound (475 mg).
Workup
- custom