Phenylacetyl isothiocyanate → N-(4-(1H-Pyrrolo[2,3-c]pyridin-7-yloxy)-3-fluorophenylcarbamothioyl)-2-phenylacetamide

Participants

Reaction Steps

A mixture of 261 (44 mg, 0.18 mmol) and 2-phenylacetyl isothiocyanate (36 □L, 0.19 mmol) in THF (2 mL) was stirred at room temperature for 2 hours, and concentrated. The residue was purified by flash column chromatography, eluent EtOAc/hexane (1:1), to afford the title compound 262a (30 mg, 40%) as an off-white solid. 1H NMR (DMSO-d6) δ (ppm): 12.41 (s, 1H), 12.07 (s, 1H), 11.77 (s, 1H), 7.84(dd, 1H, J1=10.95 Hz, J2=2.0 Hz), 7.58(t, 1H, J1=J2=2.7 Hz), 7.51(d, 1H, J=5.7 Hz), 7.43-7.39 (m, 2H), 7.37-7.33(m, 4H), 7.31-7.26 (m, 2H), 6.55(dd, 1H, J1=1.76 Hz, J2=2.9 Hz), 3.84 (s, 2H), MS (m/z): 421.1 (M+H) (found).

Provenance & Evidence