Chloride → HCID 24821338, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of Example 11D ((110 mg, 0.337 mmol) in methylenie chloride (1 mL) cooled to 0° C. was added trichloroacetyl isocyanate (50 μL, 0.42 mmol, 1.2 eq.). The mixture was stirred at 0° C. for 10 minutes and then methanol (10 mL) and a catalytic amount of Na2CO3 were added. The mixture was stirred at room temperature for 5 hours. The reaction was then concentrated. The reaction mixture was purified on silica gel eluting with ethyl acetate:hexane gradient (0-80%) to give the title compound (42 mg, 34%). 1H NMR (300 MHz, DMSO-d6) δ ppm 7.66 (s, 1 H), 7.45-7.53 (m, 2 H), 7.32-7.40 (m, 2 H), 7.28-7.31 (m, 2 H), 7.02-7.06 (m, 2 H), 6.44 (d, J=8.09 Hz, 1 H), 5.42 (s, 2 H), 4.59-4.77 (m, 1 H), 3.79 (s, 3 H), 1.29 (d, J=6.99 Hz, 3 H); MS (DCI) m/z 370 (M+H).

Provenance & Evidence