Sodium triacetoxyborohydride → HCID 86637893, compound
Reaction equation
[C:1]1([CH:7]([C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[C:8]2[CH:9]=[CH:10][C:11](=[O:31])[N:12]([CH2:14][CH2:15][NH:16][CH2:17][C:18]3[CH:19]=[C:20]([CH:28]=[CH:29][CH:30]=3)[O:21][CH2:22][C:23]([O:25][CH2:26][CH3:27])=[O:24])[CH:13]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:38](O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+]>CCO>[C:1]1([CH:7]([C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[C:8]2[CH:9]=[CH:10][C:11](=[O:31])[N:12]([CH2:14][CH2:15][N:16]([CH2:17][C:18]3[CH:19]=[C:20]([CH:28]=[CH:29][CH:30]=3)[O:21][CH2:22][C:23]([O:25][CH2:26][CH3:27])=[O:24])[CH3:38])[CH:13]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To a solution of ethyl {3-[({2-[5-(diphenylmethyl)-2-oxopyridin-1(2H)-yl]ethyl}amino)methyl]phenoxy}acetate (90 mg) in EtOH (3 mL) was added sodium triacetoxyborohydride (326 mg) at ambient temperature and the resulting mixture was stirred at ambient temperature for 18 hours. And then the reaction mixture was evaporated in vacuo and partitioned between EtOAc and water. The organic layer was washed with brine, dried over anhydrous MgSO4, filtered and evaporated in vacuo. The residue was purified by silica gel column chromatography (chloroform:MeOH=20:1) to give ethyl (3-{[{2-[5-(diphenylmethyl)-2-oxopyridin-1(2H)-yl]ethyl}(methyl)amino]methyl}phenoxy)acetate (61.9 mg) as a colorless oil.