Dimethylformamide → HCID 59239182, compound

Participants

Reaction Conditions

Reaction Steps

(S)-1-ethyl-3-(4-(4-(3-ethylmorpholino)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-2-yl)phenyl)urea (0.0714 g, 0.174 mmol) in dry N,N-Dimethylformamide (0.850 mL, 11.0 mmol) at 0° C. was added Tetrahydro-4H-pyran-4-one (0.0160 mL, 0.174 mmol). The reaction mixture was stirred at 50° C. for 10 minutes then cooled at 0° C. and added Sodium triacetoxyborohydride (0.0788 g, 0.372 mmol). The reaction mixture was allowed to warm slowly to room temperature and stirred overnight. The reaction mixture was filtered through a disc filtered, concentrated, chromatographed through silica gel (40 g, 0-10% MeOH in dichloromethane), and purified by HPLC. LC/MS-m/z+495.3 (M+H)+

Provenance & Evidence