반응 #1555969

반응 방정식

2-chloro-1-methyl-1H-[4,4′]bipyrimidinyl-6-one

sodium hydride

1-methyl cyclohexanol

tetrahydrofuran

→

1-methyl-2-(2-methyl-cyclohexyloxy)-1H-[4,4′]bipyrimidinyl-6-one

수율 37.0%

반응 조건

후처리

1. 1
   온도The mixture was cooled to room temperature
2. 2
   workup.STIRRINGThe mixture was stirred at 60° C. for 8 hours
3. 3
   기타The mixture was partitioned between water and ethyl acetate
4. 4
   세척The organic layer was washed with brine
5. 5
   건조dried over sodium sulfate
6. 6
   농축concentrated in vacuo
7. 7
   기타The residue was purified by silica gel column chromatography (eluent; ethyl acetate)

실험 절차

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%)

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