Hydrochloric Acid → HCID 86711770, compound

Participants

Reaction Steps

A mixture of [2-(2,4-dichloro-6-morpholin-4-yl-pyrimidin-5-yloxy)-ethyl]-methyl-carbamic acid tert-butyl ester (1.50 mmol) and 4M HCl in methanol (10 mL) was stirred at RT for 1.5 hours then concentrated in vacuo and azeotroped with ethanol. The resultant residue was dissolved in methanol (10 mL) then treated with triethylamine (3.0 mL) and the mixture stirred at RT for 30 minutes before being concentrated in vacuo. The resulting residue was purified by column chromatography (SiO2, gradient 0-50% ethyl acetate in cyclohexane) affording 2-Chloro-8-methyl-4-morpholin-4-yl-7,8-dihydro-6H-pyrimido[5,4-b][1,4]oxazine (368 mg, 91% over 3 steps). LCMS: RT=2.94 min, [M+H]+=271/273.

Provenance & Evidence