Water → HCID 178467458, compound

Participants

Reaction Steps

1.5 g (40 mmol) of lithium aluminum hydride were placed in 100 ml of dry tetrahydrofuran, and a solution of 14 g (40 mmol) of 6-(1-acetoxyethyl)-4-(cis-4-tert-butylcyclohexylamino)-5-chloropyrimidine (Example 30) in 50 ml of dry tetrahydrofuran was added dropwise at a temperature of 20° to 30° C. The mixture was then heated at reflux for 2 hours. After cooling, 5 ml of water were added carefully dropwise and, after standing overnight, the mixture was filtered with suction to remove the inorganic material. The filtrate was concentrated and the residue was chromatographed on silica gel (ethyl acetate/methanol 9:1) to give 6.0 g (48.1% of theory) of a colorless oil.

Provenance & Evidence