Citric Acid → HCID 9986926, compound

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Reaction Steps

The polar diastereoisomer of 4-(5-fluoro-1H-indol-3-yl)-3,6-dihydro-2H-pyridine-1-carboxylic acid-(4-dimethylamino-4-phenylcyclohexyl-methyl)-amide (140 mg, 0.294 mmole) was dissolved in abs. ethanol (10 ml). Citric acid (105.7 mg, 0.55 mmole) was added in solid form. The mixture was stirred at 40° C. until the citric acid had completely dissolved. A sticky precipitate formed at RT on the wall of the flask. The alcohol was distilled off and the residue was dried in vacuo. The polar diastereoisomer of 4-(5-fluoro-1H-indol-3-yl)-3,6-dihydro-2H-pyridine-1-carboxylic acid-(4-dimethylamino-4-phenylcyclohexyl-methyl)-amide citrate (255 mg, hygroscopic, Example 44) was an orange-brown solid.

Provenance & Evidence