Methanol → HCID 70312810, compound

Participants

Reaction Conditions

Reaction Steps

0.040 g (1.06 mmol) of sodium borohydride is added portionwise to a solution, cooled to approximately 5° C., of 0.12 g (0.33 mmol) of 6-[2-(4-chlorophenyl)pyrazolo[1,5-a]pyridin-5-yl]indanone in 16 ml of a 1/1 mixture of methanol and tetrahydrofuran. The medium is stirred at 70° C. for 2 hours, then cooled to 0° C. and then hydrolysed by dropwise addition of 10 ml of a saturated aqueous ammonium chloride solution. The medium is subsequently diluted with 50 ml of ethyl acetate and 30 ml of water. The organic phase is recovered and the aqueous phase is extracted with 30 ml of ethyl acetate. The organic phases are combined, dried over sodium sulphate and then concentrated under reduced pressure. The residue obtained by solid deposition is purified by chromatography on silica gel, elution being carried out with a mixture of cyclohexane and ethyl acetate (8/2). 0.080 g (66%) of the expected product is obtained in the form of a white powder.

Provenance & Evidence