HCID 136068452, compound → HCID 135921449, compound

Participants

Reaction Steps

(S)-tert-Butyl 3-(2-(2-hydroxyphenyl)-6-(3-hydroxyprop-1-ynyl)quinazolin-4-ylamino)pyrrolidine-1-carboxylate (prepared as shown in Synthesis 59-A, 0.030 g, 0.065 mmol) in methanol (3 mL) was hydrogenated at atmospheric pressure in the presence of 10% Pd on carbon (0.003 g) for 16 hours. The mixture was filtered through a pad of kieselguhr and concentrated. The crude alcohol was dissolved in methanol (1 mL) and 4 M HCl in dioxane (2 mL) added. After stirring for 12 hours, the solution was concentrated and purified by ion exchange chromatography on SCX-2 (solute acidic resin (2 g), eluting with methanol and then 1 M ammonia in methanol. Further purification by preparative thin layer chromatography, eluting with 20% methanol in dichloromethane, gave the title compound as a yellow solid (0.006 g, 25%).

Provenance & Evidence