反应详情

温度

0 °C

1-(4-chlorophenyl)-3-azabicyclo[3.1.0]hexane (racemate, reference procedure for preparation reported in WO2005/080382, 136 mg, 0.703 mmol), acetic acid (0.060 mL, 1.055 mmol), and sodium triacetoxyborohydride (164 mg, 0.774 mmol) were added at 0° C. to a solution of 3-[5-iodo-2,4-dioxo-3-(phenylcarbonyl)-3,4-dihydro-1(2H)-pyrimidinyl]propanal (P38, 280 mg, 0.703 mmol) in 1,2-Dichloroethane (DCE) (8.7 ml). The mixture was stirred at 0° C. for further 4 hours. Water was added and the reaction mixture was concentrated removing the solvent under vacuum. The residue was re-dissolved in ethyl acetate and the organic layer washed with aqueous saturated NaHCO3 solution. The aqueous solution was extracted with ethyl acetate (3×20 ml). The organic layers were collected, dried over Na2SO4, filtrated and evaporated. The crude was purified by chromatography (SPE Si 10 g) with toluene/acetone 8/2. The title compound was recovered as a light yellow oil (190 mg).

1. concentrationthe reaction mixture was concentrated
2. customremoving the solvent under vacuum
3. dissolutionThe residue was re-dissolved in ethyl acetate
4. washthe organic layer washed with aqueous saturated NaHCO3 solution
5. extractionThe aqueous solution was extracted with ethyl acetate (3×20 ml)
6. customThe organic layers were collected
7. dry with materialdried over Na2SO4
8. filtrationfiltrated
9. customevaporated
10. customThe crude was purified by chromatography (SPE Si 10 g) with toluene/acetone 8/2
11. customThe title compound was recovered as a light yellow oil (190 mg)