HCID 19001597, compound → HCID 19001605, compound

Participants

Reaction Steps

A solution of the product of stage (ii) (450 mg) in dry tetrahydrofuran (20 ml) was added cautiously to a stirred suspension of lithium aluminium hydride (200 mg) in dry, freshly distilled tetrahydrofuran (20 ml) at 5°, under nitrogen. The reaction mixture was stirred and heated at reflux for 1 h; cooled to 5°, with stirring, and cautiously treated with a mixture of tetrahydrofuran (6 ml) and water (1 ml). The mixture was filtered through "hyflo". The residue was washed with ethanol. The combined filtrate and washings were evaporated to give a gum which was crystallised from a mixture of ethyl acetate and ether. The product was partitioned between ethyl acetate (30 ml) and 8% sodium bicarbonate (30 ml). The aqueous phase was extracted with ethyl acetate (2×30 ml). The combined organics were dried and evaporated to give a gum, which was crystallised from a mixture of ethyl acetate and cychlohexane to give the title compound (190 mg) as a cream powder, with m.p. 160° -162°.

Provenance & Evidence