Diisopropylethylamine → HCID 59451631, compound

Participants

Reaction Steps

HATU (0.083 g, 0.218 mmol) was added to a solution of 3-{[3-(aminomethyl)-6-chloro-2-fluorophenyl]oxy}-5-chlorobenzonitrile (0.045 g, 0.146 mmol), 1-{[(1,1-dimethylethyl)oxy]carbonyl}-6-[(methylsulfonyl)amino]-1H-indole-2-carboxylic acid (0.037 g, 0.146 mmol) and diisopropylethylamine (0.038 mL, 0.218 mmol) in DMF (1 mL). The mixture was stirred at room temperature overnight. The reaction mixture was extracted with ethyl acetate and water. The organic layer wa sdired over sodium sulfate and concentrated. The residue was triturated with methanol to give the title compound (0.036 g, 45%) as a beige solid. 1H NMR (400 MHz, DMSO-d6) δ ppm 11.56 (s, 1H), 9.53 (br. s., 1H), 8.94 (t, 1H), 7.78 (s, 1H), 7.52 (d, 1H), 7.48 (br. s., 1H), 7.45 (d, 1H), 7.35 (t, 1H), 7.31 (s, 1H), 7.10 (s, 1H), 6.91 (dd, 1H), 4.52 (d, 2 H), 2.87 (s, 3H). ES MS: m/z 547 (M+1).

Provenance & Evidence