2-Methoxyethanol → HCID 21260358, compound

Participants

Reaction Steps

1-1′-(Azodicarbonyl)dipiperidine (413 mg, 1.6 mmol) was added portionwise to a stirred mixture of 4-(5-acetoxy-4-chloro-2-fluoroanilino)-7-hydroxy-6-methoxyquinazoline (250 mg, 0.66 mmol), 2-methoxyethanol (63 ml, 0.8 mmol) and tributylphosphine (405 ml, 1.6 mmol) in methylene chloride at 0° C. The resulting solution was allowed to warm to ambient temperature and stirred for 2 hours. The precipitated solid was removed by filtration, the solvent removed from the filtrate by evaporation and the residue purified by flash chromatography eluting with acetonitrile/methylene chloride (1/9 increasing in polarity to 4/6) to give 4-(5-acetoxy4-chloro-2-fluoroanilino)-6-methoxy-7-(2-methoxyethoxy)quinazoline (180 mg, 62%) as a solid.

Provenance & Evidence