HuagongsheHuagongshe Chemistry Print Report · For research reference only
Urea → HCID 66955131, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Urea | HCID 1176 | — |
| Reactant | 4-Fluorobenzaldehyde | HCID 68023 | — |
| Reactant | Ethyl 3-ethoxy-2-propenoate | HCID 221780 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 66955131 | HCID 66955131 | — |
Reaction Steps
4-(4-Fluoro-phenyl)-2-oxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid ethyl ester was prepared using the Biginelli reaction following the procedure reported in WO 2007/101213). Briefly, to a solution of p-fluorobenzaldehyde (7.5 mL) in 200 mL acetonitrile was added ethyl 3-ethoxyacrylate (10.7 mL), urea (5.0 g) and freshly dried SiO2—NaHSO4 (3.7 g). The solution was heated at reflux for 18 hours, then cooled and poured into ice water. The precipitate was recovered by filtration and air-dried to yield 4-(4-fluoro-phenyl)-2-oxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid ethyl ester (18.8 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08435990B2 |
| Source dataset | uspto-grants-2013_05 |
| ORD ID | ord-fb93ef1640084e8d9436aae400ef23c6 |
| Source note | uspto-grants-2013_05 |