Water → HCID 21475296, compound

Participants

Reaction Steps

To a suspension of LiAlH4 (840 mg) in anhydrous ether (50 ml) is added dropwise a solution of 7-(3,5-di-t-butyl-4-hydroxyphenyl)amino-3-ethoxycarbonyl-5-methyl-pyrazolo[1,5-a]pyrimidine (3.5 g) prepared in Example 10 in dry THF (50 ml) with ice-cooling, and the mixture is stirred at the same temperature for 30 minutes, and further stirred at room temperature for one hour. To the mixture are added ethyl acetate and water to decompose excess LiAlH4, and the mixture is filtered with celite. The filtrate is diluted with ethyl acetate, and washed with a saturated aqueous Na2S2 O4 solution and a saturated sodium chloride solution, and dried over anhydrous magnesium sulfate. The mixture is evaporated to remove the solvent, and the residue is purified by silica gel column chromatography (solvent; ethyl acetate/dichloroethane=2:1→chloroform/methanol=8:1). The obtained crystal is washed with ethyl ether to give 7-(3,5-di-t-butyl-4-hydroxyphenyl)amino-3-hydroxymethyl-5-methylpyrazolo[1,5-a]pyrimidine (2.3 g) as colorless crystal.

Provenance & Evidence