Diisopropylethylamine → HCID 59451423, compound

Participants

Reaction Steps

In a 1 dram vial, 3-{[3-(aminomethyl)-6-chloro-2-fluorophenyl]oxy}-5-chlorobenzonitrile (25 mg, 0.080 mmol), DIPEA (0.014 mL, 0.080 mmol) and 4-phenyl-1,2,3-thiadiazole-5-carboxylic acid (16.57 mg, 0.080 mmol) were dissolved in DMF (1 mL). HATU was added (30.6 mg, 0.080 mmol) and the solution stirred overnight. The reaction mixture was diluted to 2 mL with MeOH. Purification was accomplished by Reverse-Phase HPLC (water/acetonitrile with 0.1% TFA) to afford the title compound (0.015 g, 35%) as a tan solid. 1H NMR (400 MHz, Acetone-d6): 6 ppm 8.51 (br. s., 1H), 7.80-7.90 (m, 2H), 7.63 (t, 1H), 7.45-7.51 (m, 3H), 7.38-7.45 (m, 2H), 7.33-7.38 (m, 2H), 4.65 (d, 2H). LCMS m/z 498.9 (M+1).

Provenance & Evidence