4-Pyrrolidinopyridine → HCID 18652189, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 3α,7α-diacetoxy-12α-hydroxy-17β-[(1,1-diphenyl)-1-penten-4-yl]-5β-androstane (7.6 g), 4-pyrrolidinopyridine (0.184 g) and 2,2-dimethylbutyryl chloride (2.0 g) in pyridine (40 ml) is heated at 110° C. for about 1 hour, additional 2,2-dimethylbutyryl chloride (2.0 g) is added and heating is continued for about 16 hours. The mixture is cooled, diluted with 20% ether in hexane and the organic solution washed with 1.0M hydrochloric acid, saturated sodium chloride solution, dried over magnesium sulfate, filtered and concentrated in vacuo. The crude product is purified by flash chromatography in 30% ether in hexane to give the desired product.

Provenance & Evidence