Tetrahydrofuran → HCID 67977689, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of sodium hydride (60 wt % in mineral oil, 326 mg, 8.15 mmol) in tetrahydrofuran (14.0 ml) was added 1-methyl cyclohexanol (racemate; cis/trans mixture, 930 mg, 8.15 mmol) at room temperature. The mixture was stirred at 40° C. for one hour. The mixture was cooled to room temperature, and 2-chloro-1-methyl-1H-[4,4′]bipyrimidinyl-6-one (1.51 g, 6.78 mmol) was added to the mixture. The mixture was stirred at 60° C. for 8 hours. The mixture was partitioned between water and ethyl acetate. The organic layer was washed with brine, dried over sodium sulfate, and concentrated in vacuo. The residue was purified by silica gel column chromatography (eluent; ethyl acetate) to afford 1-methyl-2-(2-methyl-cyclohexyloxy)-1H-[4,4′]bipyrimidinyl-6-one (cis/trans-mixture) as a colorless solid (752 mg, 2.50 mmol, 37%)

Provenance & Evidence