Propargyl alcohol → HCID 136068452, compound

Participants

Reaction Steps

Tetrakis(triphenylphosphine)palladium (0.030 g, 0.026 mmol) was added to a solution of (S)-tert-butyl 3-(6-bromo-2-(2-hydroxyphenyl)quinazolin-4-ylamino)pyrrolidine-1-carboxylate (prepared as described in Synthesis 32-A, 0.250 g, 0.515 mmol), propargyl alcohol (0.043 g, 0.773 mmol) and triethylamine (0.108 mL, 0.773 mmol) in THF (2.5 mL) and the solution heated to reflux for 16 hours. The mixture was cooled then purified by ion exchange chromatography on SCX-2 Isolute acidic resin (5 g), eluting with methanol and then 1 M ammonia in methanol. Further purification by column chromatography, eluting with 5% methanol in dichloromethane, gave the title compound as a solid (0.100 g, 42%).

Provenance & Evidence