Nicotinic Acid → HCID 13079768, compound

Participants

Reaction Steps

582 mg of 1-ethyl-3-(3-dimethylaminopropyl)-carbodiimide hydrochloride were added under an inert atmosphere to a solution of 960 mg of (20S) 3α-amino-5α-pregnane-20-ol, 813 mg of nicotinic acid, 30 ml of chloroform and 6 ml of pyridine and after 31/2 hours, another 291 mg of 1-ethyl-3-(3-dimethylaminopropyl)-carbodiimide hydrochloride were added to the mixture. The mixture was stirred for 16 hours and was evaporated to dryness. The residue was taken up in 30 ml of water and the solution was iced and vacuum filtered. The product was washed with water, dried at 80° C. under reduced pressure and was crystallized from methanol to obtain 920 mg of N-[(20S) 5α-pregnan-20-ol-3α-yl]-3-pyridinecarboxamide melting at 258° C. and having a specific rotation of [α]D20 =+14.5± 1° (c=1% in pyridine).

Provenance & Evidence