Triethylamine → HCID 131735403, compound

Participants

Reaction Steps

EDCxHCl (17.7 g, 93.00 mmol, 1.5 eq), 1-hydroxy-7-azabenzotriazole (4.2 g, 31.01 mmol, 0.5 eq) followed by triethylamine (28.7 mL, 204 mmol, 3.3 eq) were added at room temperature to a stirred solution of 1H-indole-6-carboxylic acid (10 g, 62.03 mmol, 1.0 eq) in dry DMF (50 mL). (R)-tert-butyl pyrrolidin-3-ylcarbamate (13.86 g, 74.44 mmol, 1.2 eq) was added after 10 min and stirring was continued for 16 h at room temperature. The reaction mixture was diluted with icy water (100 mL), and the precipitating solid was filtered off, washed with water (50 mL) and pet ether (50 mL), and dried under vacuum. White solid. Yield: 11.0 g (55% of theory)

Provenance & Evidence