HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → Ethyl 4-(4-cyanophenyl)-6-methyl-2-oxo-1-[4-fluorophenyl]-1,2,3,4-tetrahydro-5-pyrimidinecarboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Ethyl Acetoacetate | HCID 8868 | — |
| Reactant | 4-Fluorophenylurea | HCID 12612 | — |
| Reactant | 4-Cyanobenzaldehyde | HCID 66042 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Ethyl 4-(4-cyanophenyl)-6-methyl-2-oxo-1-[4-fluorophenyl]-1,2,3,4-tetrahydro-5-pyrimidinecarboxylate | HCID 58674268 | — |
Reaction Steps
154 mg (1.0 mmol) N-[4-fluorophenyl]urea, 101 mg (0.77 mmol) 4-cyanobenzaldehyde, and 100 mg (0.77 mmol) ethyl 3-oxobutanoate are suspended in 2 ml of THF, and catalytic amounts of concentrated hydrochloric acid are added. The mixture is stirred at reflux for 18 hours. After cooling down to room temperature, the solvent is removed in vacuo and the residue is purified by column chromatography on silica with cyclohexane/ethyl acetate as eluent.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07687510B2 |
| Source dataset | uspto-grants-2010_03 |
| ORD ID | ord-04fd94625b0f4a94997ccc73ef535788 |
| Source note | uspto-grants-2010_03 |