Sodium borohydride → HCID 58565346, compound
Reaction equation
[F:1][C:2]1[CH:3]=[C:4]([N:8]2[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[CH:10]=[C:9]2[C:17](=[O:19])[CH3:18])[CH:5]=[CH:6][CH:7]=1.[BH4-].[Na+]>CO>[F:1][C:2]1[CH:3]=[C:4]([N:8]2[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[CH:10]=[C:9]2[CH:17]([OH:19])[CH3:18])[CH:5]=[CH:6][CH:7]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To a mixture of 1-[1-(3-fluorophenyl)-1H-indol-2-yl]ethanone (0.27 g, 1.1 mmol) in methanol (6 mL) was added sodium tetrahydroborate (41 mg, 1.1 mmol). The reaction was stirred at room temperature for 1 hour, quenched with water, and extracted with EtOAc. The combined organic layers were washed with brine, dried over MgSO4 and concentrated to give title compound (0.26 g). The crude product was used directly in the next step. LCMS calculated for C16H13FN(M-OH)+: m/z=238.1. Found: 238.1.