Sodium hydride → HCID 123922698, compound

Participants

Reaction Steps

In a 50 ml round bottom flask was added tert-butyl 1-(4-(2-oxo-7-phenyl-2,3-dihydro-1H-pyrido[2,3-b][1,4]oxazin-6-yl)phenyl)cyclobutylcarbamate (50 mg, 0.106 mmol) in DMF (Volume: 4 ml) to give a brown solution. sodium hydride (10.18 mg, 0.254 mmol) and 2-bromopropanenitrile (17.05 mg, 0.127 mmol) were added. The reaction mixture was stirred at 50 degree for 1 h then room temperature overnight. The reaction mixture was partitioned between DCM (20 ml) and water (20 ml). The organic phase was separated and concentrated. The residue was purified by column (biotage, 25 g) eluted with ethyl acetate/cyclohexane (0-50%) to give product (19 mg). LCMS (Method A): RT=7.14 min, M+H+=525.0.

Provenance & Evidence