Water → 5-(4-methyl-1,3-thiazol-2-yl)-3-(phenylcarbonyl)-2,4(1H,3H)-pyrimidinedione

5-(4-methyl-1,3-thiazol-2-yl)-2,4(1H,3H)-pyrimidinedione (Prep41, 300 mg, 0.760 mmol) suspended in dry Pyridine (3 ml) was slowly added to a stirring solution of BENZOYL CHLORIDE (0.265 ml, 2.280 mmol) in Pyridine (1 mL) under nitrogen atmosphere. The resulting yellow solution was stirred at rt for 7 hours. Water was added (3 mL) and the mixture was extracted with EtOAc (10 mL). The organic was washed with NH4Cl saturated aqueous solution (2×2 mL) then with NaHCO3 aqueous saturated solution (1×3 mL), dried (Na2SO4, vacuo) to afford a yellow solid that was diluted in EtOAc (20 mL) and washed again with NaHCO3 aqueous saturated solution (2×5 mL), dried (Na2SO4, vacuo) to afford the title compound as a yellow solid (274 mg, 0.411 mmol) used in the next reaction step without further purification.

1. extractionthe mixture was extracted with EtOAc (10 mL)
2. washThe organic was washed with NH4Cl saturated aqueous solution (2×2 mL)
3. dry with materialwith NaHCO3 aqueous saturated solution (1×3 mL), dried (Na2SO4, vacuo)
4. customto afford a yellow solid
5. washwashed again with NaHCO3 aqueous saturated solution (2×5 mL)
6. dry with materialdried (Na2SO4, vacuo)

ORD record

ord-cb6aee8f6d3943d1bb155296d048bdc7

Source dataset

uspto-grants-2012_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08178549B2