Citric Acid → HCID 10394323, compound

Participants

Reaction Steps

The polar diastereoisomer of 3-(1H-indol-3-yl)pyrrolidine-1-carboxylic acid-(4-dimethylamino-4-phenylcyclohexyl-methyl)-amide (115 mg, 0.241 mmole) was dissolved in abs. ethanol (1.5 ml). Citric acid (46.8 mg, 0.244 mmole) was added in one portion at ca. 40° C. while stirring. No precipitate formed at RT. The amount of solvent was reduced to 2 ml in vacuo and diethyl ether (20 ml) was then added. After stirring overnight at RT the precipitate was filtered off, washed with diethyl ether (3×3 ml) and dried in vacuo. The non-polar diastereoisomer of 3-(1H-indol-3-yl)pyrrolidine-1-carboxylic acid-(4-dimethylamino-4-phenylcyclohexylmethyl)-amide citrate (312 mg, 94%, Example 52) was a pale beige solid.

Provenance & Evidence