Triethylamine → HCID 86603474, compound

Participants

Reaction Steps

To a solution of the above carboxylic acid (1.6 g, 8.2 mmol) in DMF (80 mL) was added N-(3-amino-5-tert-butyl-2-methoxy-phenyl)-methanesulfonamide (2.21 g, 8.14 mmol.), O-(7-azobenzotriazol-1-yl)-N,N,N′,N′-tetrauroniumhexafluorophosphate (HATU, 3.15 g, 8.260 mmol), 2.56 mL of triethylamine (2.56 mL, 18.4 mmol), and 1-hydroxybenzotriazole (HOAT, 307.4 mg, 2.240 mmol). The resulting mixture was stirred at room temperature overnight. The reaction mixture was then diluted with EtOAc, washed with water, dried with sodium sulfate and concentrated. The crude product was purified by silica gel chromatography to afford 2.12 g (56.8%) of the desired ethenylindole amide.

Provenance & Evidence