Sodium borohydride → HCID 73213951, compound

Participants

Reaction Steps

To a solution of (S)-9-acetyl-8-((2-amino-4-methylpentyl)oxy)-4,6 dimethylbenzo[c][2,7]naphthyridin-5(6H)-one (100 mg, 0.257 mmol) in Ethanol (2 mL) was added NaBH4 (97 mg, 2.57 mmol) at 0° C. The reaction mixture was allowed to stir at RT for 16 h. Then, it was quenched with NH4Cl, diluted with water and extracted in ethyl acetate. The combined organic layers were dried over Na2SO4 and concentrated. The crude reaction mixture was purified by prep. HPLC which afforded 8-(((S)-2-amino-4-methylpentyl)oxy)-9-(1-hydroxyethyl)-4,6-dimethylbenzo[c][2,7]naphthyridin-5(6H)-one (0.03 g, 27% yield) as pale yellow semi-solid. LC/MS (ESI) m/e 384.1 [(M+H)+, calcd for C22H30N3O3, 384.2]; LC/MS retention time (method E): tR=0.73 min.

Provenance & Evidence