Borane;tetrahydrofuran → 1-(4-Methoxybenzyl)-2-oxo-1,2-dihydro-3-chloro-4-methoxycarbonyl-5-hydroxymethyl-pyridine
Reaction equation
B.C1COCC1.[CH3:7][O:8][C:9]1[CH:30]=[CH:29][C:12]([CH2:13][N:14]2[CH:19]=[C:18]([C:20](O)=[O:21])[C:17]([C:23]([O:25][CH3:26])=[O:24])=[C:16]([Cl:27])[C:15]2=[O:28])=[CH:11][CH:10]=1>CO>[CH3:7][O:8][C:9]1[CH:30]=[CH:29][C:12]([CH2:13][N:14]2[CH:19]=[C:18]([CH2:20][OH:21])[C:17]([C:23]([O:25][CH3:26])=[O:24])=[C:16]([Cl:27])[C:15]2=[O:28])=[CH:11][CH:10]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A BH3-THF solution (100 ml, 100 mmol) was added carefully to compound (10) (8.4 g, 23.88 mmol) in a 100 ml round-bottomed flask. The resulting solution was stirred at about r. t. overnight. MeOH was added. The solution was concentrated to dryness to give the title compound (8.15 g, 23.89 mmol, 100% yield) as a yellow solid. LC-MS (ESI+): m/e 338(M+H)+, Rt: 1.65 min.