Trifluoroacetic acid → HCID 178490001, compound

Participants

Reaction Steps

To a solution of tert-butyl(tert-butoxycarbonylamino)(2-(4-((5-(2-(4-chloro-3-methoxyphenyl)propan-2-yl)-1-(4-fluorophenyl)-1H-imidazol-2-ylthio)methyl)-3,5-difluorophenoxy)ethylamino)methylenecarbamate (273 mg) in DCM (1 mL) was added TFA (5 mL). After 1 h the reaction mixture was diluted with EtOAc, washed with H2O, satd NaHCO3 and brine. The combined organic layers were concentrated and purified by preparative HPLC (30-100%, CH3CN/H2O with 0.05% TFA) to yield the title compound as a white solid (112 mg, 68%, 2 steps). 1HNMR (400 MHz, CD3CN) δ 8.01 (m, 1H), 7.20-7.13 (m, 2H), 6.99-6.94 (m, 2H), 6.88-6.78 (m, 2H), 6.57 (d, J=2.1 Hz, 1H), 6.55-6.48 (m, 3H), 6.44-6.38 (m, 2H), 4.08 (t, J=5.0 Hz, 2H), 3.92 (s, 2H), 3.71 (s, 3H), 3.52 (dd, J=10.6, 5.4 Hz, 2H), 1.49 (s, 6H); MS (EI) m/z 604.4 (MH+).

Provenance & Evidence