Methyl iodide → HCID 22875674, compound

Participants

Reaction Steps

A solution of 46 mg (0.128 mmol) of 7β-methyl-20-ethyl-20(S)-hydroxy-5α-4-azapregn-1-en-3-one (from Example 6) in 5 ml dry dimethylformamide was cooled to 0° C. under N2. Methyl iodide (10 eq, 1.3 mmol) and sodium hydride (2 eq, 25 mmol) were added and the reaction was stirred at RT for 24 hours. Aqueous ammonium chloride was added and the reaction mixture was poured onto 100 ml water and extracted with three 25 ml portions of ethyl acetate. The organic layer was washed with water, brine, dried over magnesium sulfate, and evaporated. The product was purified by silica gel MPLC using 10% acetone/methylene chloride to yield 30 mg (0.08 mmol, 63% yield) of the title compound.

Provenance & Evidence