HuagongsheHuagongshe Chemistry Print Report · For research reference only
(3-Trifluoromethylphenyl)urea → 4-{6-Methyl-5-(4-morpholinylcarbonyl)-2-oxo-1-[3-(trifluoromethyl)phenyl]-1,2,3,4-tetrahydro-4-pyrimidinyl}benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (3-Trifluoromethylphenyl)urea | HCID 25712 | — |
| Reactant | 4-Cyanobenzaldehyde | HCID 66042 | — |
| Reactant | 4-(1,3-Dioxobutyl)morpholine | HCID 85550 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-{6-Methyl-5-(4-morpholinylcarbonyl)-2-oxo-1-[3-(trifluoromethyl)phenyl]-1,2,3,4-tetrahydro-4-pyrimidinyl}benzonitrile | HCID 58674254 | — |
Reaction Steps
150 mg (0.73 mmol) N-[3-(trifluoromethyl)phenyl]urea, 96 mg (0.73 mmol) 4-cyanobenzaldehyde, 63 mg (0.37 mmol) 4-(4-morpholinyl)-4-oxo-2-butanone and 220 mg polyphosphoric acid ethyl ester are suspended in 3 ml of THF. 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 dichloromethane/methanol as eluent.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07687510B2 |
| Source dataset | uspto-grants-2010_03 |
| ORD ID | ord-1689d0b79c274e62bd1312c0cd4e5b53 |
| Source note | uspto-grants-2010_03 |