Citric Acid → HCID 10054740, compound

Participants

Reaction Conditions

Reaction Steps

The more polar diastereoisomer of 1-(4-dimethylamino-4-phenyl-cyclohexylmethyl)-3-[2-(5-fluoro-1H-indol-3-yl)-ethyl]-urea (208 mg, 0.476 mmole) was dissolved in abs. ethanol (3.5 ml). The citric acid (92.5 mg, 0.481 mmole) was added in a single portion with stirring at approx. 40° C. After two hours' stirring at RT, no precipitate had formed. The reaction mixture was reduced to approx. 1 ml of solution and combined in portions with diethyl ether (20 ml). The resultant precipitate was filtered out after 1 h, washed with ether (3×3 ml) and dried under a vacuum. The more polar diastereoisomer of 1-(4-dimethylamino-4-phenyl-cyclohexylmethyl)-3-[2-(5-fluoro-1H-indol-3-yl)-ethyl]-urea citrate (230 mg, 77%, Example 28) was a colorless solid.

Provenance & Evidence