Aluminium lithium hydride → HCID 59128628, compound

Participants

Reaction Conditions

Reaction Steps

4-Methyl-3-(8-methyl-2-methylsulfanyl-7-oxo-7,8-dihydro-pyrido[2,3-d]pyrimidin-6-yl)-benzoic acid methyl ester (150 mg, 0.422 mmol) was dissolved in 6 mL dry THF. The reaction mixture was cooled to 0° C., and LAH (0.63 mL of 1.0 M solution in THF, 0.633 mmol) was added dropwise. The reaction mixture was stirred at 0° C. for 15 minutes, and then the ice bath was removed. Water (0.3 mL) in 2 mL THF was added dropwise. After stirring for 10 minutes, 0.3 mL of 20% aqueous NaOH was added. After stirring for another 10 minutes, 0.8 mL water was added. The reaction mixture was stirred for 90 minutes, then filtered through a Celite pad. The filtrate was concentrated under reduced pressure to give 132 mg of 6-(5-Hydroxymethyl-2-methyl-phenyl)-8-methyl-2-methylsulfanyl-5,8-dihydro-pyrido[2,3-d]pyrimidin-7-ol, MS (M+H)=330.

Provenance & Evidence