Sodium Acetate → (E)-3-(3-methyl-5-nitro-2,6-dioxo-4-(3-(trifluoromethoxy)styryl)-2,3-dihydro pyrimidin-1(6H)-yl)propyl acetate

Beteiligte Stoffe

Reaktionsbedingungen

Reaktionsschritte

To a solution of 1,6-dimethyl-5-nitro-3-(3-((tetrahydro-2H-pyran-2-yl)oxy)propyl)pyrimidine-2,4(1H,3H)-dione (1 g, 3.05 mmol) in HOAc (4 mL) was added 3-(trifluoromethoxy)benzaldehyde (0.755 g, 3.97 mmol) and sodium acetate (0.752 g, 9.16 mmol). The reaction was heated at 140° C. for 6 h, cooled to RT then diluted with EA (20 mL) and water (20 mL). The organic layer was dried over Na2SO4 and concentrated to a residue which was purified by chromatography PE/EA (5:1 to 2:1) to give (E)-3-(3-methyl-5-nitro-2,6-dioxo-4-(3-(trifluoromethoxy)styryl)-2,3-dihydropyrimidin-1(6H)-yl)propyl acetate (200 mg, 14.3% yield) as a brown oil. LCMS: MH+ 458 and TR=1.689 min.

Herkunft & Nachweise