HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → N-{[4'-({5-[2-(ethyloxy)ethyl]-2,4,6-trioxohexahydropyrimidin-5-yl}oxy)biphenyl-3-yl]methyl}-4-oxo-3,4-dihydroquinazoline-2-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 5-Bromo-5-(2-ethoxy-ethyl)-pyrimidine-2,4,6-trione | HCID 21931123 | — |
| Reactant | N-[(4'-hydroxybiphenyl-3-yl)methyl]-4-oxo-3,4-dihydroquinazoline-2-carboxamide | HCID 136054510 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | N-{[4'-({5-[2-(ethyloxy)ethyl]-2,4,6-trioxohexahydropyrimidin-5-yl}oxy)biphenyl-3-yl]methyl}-4-oxo-3,4-dihydroquinazoline-2-carboxamide | HCID 136054495 | 51% |
Reaction Steps
A suspension of N-[(4′-hydroxybiphenyl-3-yl)methyl]-4-oxo-3,4-dihydroquinazoline-2-carboxamide obtained in Reference Example 119 (0.100 g, 0.269 mmol), 5-bromo-5-[2-(ethyloxy)ethyl]pyrimidine-2,4,6(1H,3H,5H)-trione obtained according to the methods described in WO02/34726 and the like (0.075 g, 0.269 mmol) and potassium carbonate (0.186 g, 1.34 mmol) in DMF (5 mL) was stirred at room temperature for 5 hr. The reaction mixture was diluted with ethyl acetate, washed with water and saturated brine, and dried over sodium sulfate. The solvent was evaporated under reduced pressure, and the residue was crystallized from ethyl acetate-IPE to give the title compound as a white powder (0.078 g, 51%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07915267B2 |
| Source dataset | uspto-grants-2011_03 |
| ORD ID | ord-edf679857b1047f0a993eb7dc1b0f7f6 |
| Source note | uspto-grants-2011_03 |