Hexane → HCID 11072013, compound

Participants

Reaction Conditions

Reaction Steps

To a solution, held at −15° C., of 7-azaindole (1.542 mmol), dissolved in 10 ml of dry toluene, there is added, dropwise, a 1M solution of LiHMDS in hexane (1.78 mmol). After stirring for 1 hour at −15° C., a solution of the compound of Step B (0.637 mmol), dissolved in 10 ml of dry toluene, is added, dropwise, at −20° C. After 24 hours at ambient temperature, the reaction mixture is hydrolysed with saturated aqueous ammonium chloride solution and the pH is then adjusted to 7. The mixture is extracted with ethyl acetate. The organic phases are combined, washed with saturated aqueous sodium chloride solution, dried over magnesium sulphate and filtered. After purifying by chromatography on silica gel (cyclohexane/ethyl acetate: 3/2), the expected product is isolated.

Provenance & Evidence