Trifluoroacetic acid → HCID 71718352, compound

Participants

Reaction Conditions

Reaction Steps

((R)-5,5-Difluoro-4-{2-fluoro-5-[(5-prop-2-ynyloxy-pyrazine-2-carbonyl)-amino]-phenyl}-4-methyl-5,6-dihydro-4H-[1,3]oxazin-2-yl)-carbamic acid tert-butyl ester (350 mg, 674 μmol) was combined with DCM (5.2 ml) to give a light yellow solution. The solution was cooled to 0° C. and TFA (768 mg, 519 μl, 6.74 mmol) was added. After stirring 30 min at 0° C. the ice bath was removed and the reaction was allowed to warm up and was stirred at RT for 6 h. The pH of the reaction mixture was adjusted to 8 by dropwise addition of sat. aq. NaHCO3 and the product was extracted with DCM. The organic layers were dried over Na2SO4 and concentrated under vacuum. A colorless foam was obtained that was purified by flash chromatography (SiO2, 10 g, 0 to 80% EtOAc in heptane). Colorless foam (230 mg, 81%). MS (ISP): m/z=420.1 [M+H]+.

Provenance & Evidence