Ethanol → HCID 68088960, compound

Participants

Reaction Steps

tert-Butyl N-[3-[3-[4-(bromomethyl)phenyl]isoxazol-5-yl]-5-(5-isopropylsulfonyl-2-pyridyl)-2-pyridyl]-N-tert-butoxycarbonyl-carbamate (275.5 mg, 0.3861 mmol) was taken into ethanol (1 mL)/DCM (1 mL) and this solution added to stirred methylamine (3.634 g, 38.61 mmol) in an sealed tube. The reaction was stirred at ambient temperature for 2 hours. The reaction mixture was diluted with DCM and washed with saturated aqueous NaHCO3/brine (1:1, ×2), dried (MgSO4), filtered and concentrated in vacuo. The residue was purified by column chromatography (ISCO Companion™, 24 g column, eluting with 0 to 10% MeOH/DCM, loaded in DCM) to give the sub-title product as a beige solid (105.4 mg, 48% Yield). 1H NMR (400.0 MHz, DMSO) δ 1.23 (d, 6H), 1.32 (s, 9H), 2.30 (s, 3H), 3.62 (sept, 1H), 3.72 (s, 2H), 7.46 (s, 1H), 7.50 (d, 2H), 7.87 (d, 2H), 8.40 (dd, 1H), 8.49 (d, 1H), 8.91 (d, 1H), 9.11 (d, 1H), 9.28 (d, 1H) and 10.06 (br s, 1H) ppm; MS (ES+) 564.2.

Provenance & Evidence