Phosphorus oxychloride → HCID 20485151, compound

Participants

Reaction Steps

Heat under reflux for 0.5 hours a mixture of 5 gms of the compound produced in Example 3 and 75 ml phosphorous oxychloride. Cool the reaction mixture to room temperature and remove the phosphorous oxychloride under reduced pressure. Partition the residue between chloroform and an aqueous solution of sodium bicarbonate. Separate the chloroform layer and dry over potassium carbonate. Filter the resulting dry solution and remove the chloroform from the filtrate under reduced pressure. Chromatograph the residue on silica gel using ethyl acetate-chloroform. Combine the fractions containing the desired product, 3-methyl-8-(phenylmethoxy)imidazo[1,5-a]pyridine and remove the solvent under reduced pressure. Dissolve the resulting solid in absolute ethanol and add an ethanolic hydrogen chloride solution. Remove the ethanol under reduced pressure and recrystallize the residue from acetonitrile to obtain 3-methyl-8-(phenylmethoxy)imidazo[1,5-a]pyridine hydrochloride, mp 174°-175°.

Provenance & Evidence