Trifluoroacetic acid → HCID 54673360, compound

Participants

Reaction Steps

TFA (1 mL, 12.98 mmol) was added to a stirred solution of tert-butyl N-tert-butoxycarbonyl-N-[5-(5-isopropylsulfonyl-2-pyridyl)-3-[3-(p-tolyl)isoxazol-5-yl]-2-pyridyl]carbamate (90 mg, 0.1418 mmol) in DCM (5 mL) and the reaction stirred at ambient temperature for 16 hours. The solvent was removed in vacuo and the residue azeotroped with DCM (×2) and ether (×2). The residue was redissolved in MeCN/water and passed through a sodium bicarbonate cartridge and freeze-dried to give the title compound as a pale yellow solid (26 mg, 39% Yield). 1H NMR (400.0 MHz, DMSO) δ 1.22 (d, J=6.8 Hz, 6H), 2.40 (s, 3H), 3.56 (sept, 1H), 7.05 (s, 2H), 7.38 (d, J=8.0 Hz, 2H), 7.61 (s, 1H), 7.88 (d, J=8.1 Hz, 2H), 8.24-8.31 (m, 2H), 8.74 (d, J=2.2 Hz, 1H), 8.99 (d, 1H) and 9.02 (d, 1H) ppm; MS (ES+) 435.1.

Provenance & Evidence