4-Pyrrolidinopyridine → HCID 18652180, compound

Participants

Reaction Conditions

Reaction Steps

3α-tert-butyldimethylsilyloxy-12α-hydroxy-5β-androstan-17-one (5.9 g), 4-pyrrolidinopyridine (0.30 g) and 2,2-dimethylbutyryl chloride (6 ml) are dissolved in pyridine (30 ml) and the solution warmed to 85° C., stirred at that temperature for about 3 hours, cooled, diluted with ether and washed with water, then 0.5M hydrochloric acid. The organic solution is dried over magnesium sulfate, filtered and concentrated in vacuo. The crude product is purified by flash chromatography in a gradient of 20% to 30% ether in hexane to give the desired product.

Provenance & Evidence