Trifluoroacetic acid → HCID 54673534, compound

Participants

Reaction Steps

TFA (1 mL, 12.98 mmol) was added to a stirred suspension of tert-butyl N-[5-(5-isopropylsulfonyl-2-pyridyl)-3-[3-[4-(methylaminomethyl)phenyl]isoxazol-5-yl]-2-pyridyl]carbamate (105 mg, 0.1863 mmol) in DCM (5 mL) and the reaction stirred at ambient temperature overnight. The solvent was removed in vacuo and the residue azeotroped with DCM (×2) and ether (×2). The reaction mixture was passed through a 2 g SCX-2 cartridge and washed with MeOH/DCM. The product was eluted by washing the cartridge with 2M NH3 in MeOH. The fractions were collected, concentrated in vacuo and the residue freeze-dried to give the title compound as a cream solid (30 mg, 35% Yield). NMR (400.0 DMSO) δ 1.22 (d, J=6.9 Hz, 6H), 2.30 (s, 3H), 3.56 (sept, 1H), 3.73 (s, 2H), 7.06 (br s, 2H), 7.51 (d, 2H), 7.63 (s, 1H), 7.93 (d, 2H), 8.24-8.31 (m, 2H), 8.74 (d, 1H), 8.99 (dd, 1H) and 9.02 (d, 1H) ppm; MS (ES+) 464.1.

Provenance & Evidence