Sodium borohydride → HCID 66743119, compound

Participants

Reaction Steps

2-(8-Fluoro-1-oxo-1,2-dihydroisoquinolin-6-yl)-2-methylpropanal (137 mg, 587 μmol) was dissolved in MeOH and cooled in an ice bath. To the resulting solution was added NaBH4 (33 mg, 881 μmol) in one portion. The reaction mixture was stirred vigorously for 5 minutes before removing the cooling bath and stirring for 30 minutes. To the reaction mixture was added about 40 ml of 10% HCl and 40 ml EtOAc. The mixture was shaken and the EtOAc phase collected. The organic phase was washed with an equal volume of water. The aqueous phase was back extracted with 2×30 ml EtOAc. The combined organic phase was dried (MgSO4), filtered and concentrated in vacuo to afford 109 mg of a off-white powder. (M+H)+=236 m/e.

Provenance & Evidence