2,4-Difluorophenyl isocyanate → HCID 11669097, compound

Participants

Reaction Steps

To a solution of 4-(2-(azetidin-1-yl)ethoxy)-3-(1-methyl-1H-pyrazol-5-yl)benzenamine (40.1 mg, 0.147 mmol) in CH2Cl2 (2 mL) was added 2,4-difluorophenyl isocyanate (18 μL, 0.152 mmol) and stirred for two hours. The crude reaction mixture was purified by SiO2 column chromatography (Eluent: methanol/CH2Cl2=1/6) to afford the title compound (50.4 mg, 80%). LCMS m/z (%)=428 (MH+, 100), 1H NMR (400 MHz, DMSO-d6) δ: 8.96 (bs, 1H), 8.47 (bs, 1H), 8.09-7.98 (m, 1H), 7.45-7.39 (m, 2H), 7.36 (d, J=2.71 Hz, 1H), 7.34-7.26 (m, 1H), 7.06 (d, J=8.94 Hz, 1H), 7.06-6.98 (m, 1H), 6.23 (d, J=1.85 Hz, 1H), 3.89 (t, J=5.49 Hz, 2H), 3.67 (s, 3H), 2.98 (t, J=6.92 Hz, 4H), 2.60 (t, J=5.47 Hz, 2H), 1.86 (quintet, J=6.99 Hz, 2H).

Provenance & Evidence