Triethylamine → HCID 58808286, compound

Participants

Reaction Steps

1-Methyl-1H-indole-2-carboxylic acid [(1S,2R)-2-((S)-1-hydroxymethyl-3-methyl-butylcarbamoyl)-cyclohexyl]-amide (0.328 g, 0.82 mmol) was added to 6 mL of dry DMSO. Triethylamine (0.46 mL, 3.28 mmol) was added followed by sulfur trioxide pyridine complex (0.52 g, 3.28 mmol) and the mixture was stirred at room temperature for a half hour. The mixture was poured into 100 mL of ice water and extracted twice with ethyl acetate. The ethyl acetate extracts were rinsed twice with a 10% citric acid solution, twice with water and once with saturated aqueous sodium bicarbonate and dried over sodium sulfate. Concentration in vacuo gave 0.311 g (0.78 mmol) of 1-methyl-1H-indole-2-carboxylic acid [(1S,2R)-2-((S)-1-formyl-3-methyl-butylcarbamoyl)-cyclohexyl]-amide as a solid.

Provenance & Evidence