HuagongsheHuagongshe Chemistry Print Report · For research reference only
(4R)-4-(4-Cyano-2-nitrophenyl)-6-methyl-2-oxo-1-[3-(trifluoromethyl)phenyl]-1,2,3,4-tetrahydropyrimidine-5-carbonitrile → HCID 66734667, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (4R)-4-(4-Cyano-2-nitrophenyl)-6-methyl-2-oxo-1-[3-(trifluoromethyl)phenyl]-1,2,3,4-tetrahydropyrimidine-5-carbonitrile | HCID 66601717 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 66734667 | HCID 66734667 | — |
Reaction Steps
Under argon, (4R)-4-(4-cyano-2-nitrophenyl)-6-methyl-2-oxo-1-[3-(trifluoromethyl)phenyl]-1,2,3,4-tetrahydropyrimidine-5-carbonitrile (39.5 g, 92.4 mmol) was dissolved in ethanol (1975 ml). 10% Palladium on activated carbon (19.8 g) was then added, and the mixture was hydrogenated at RT and atmospheric pressure for 2 h (strictly monitored by TLC). The reaction mixture was then filtered through kieselguhr. The filtrate was concentrated and the crude product obtained was subjected to flash chromatography on silica gel (mobile phase: ethyl acetate/cyclohexane 2:1). The title compound was obtained as a solid (25.5 g, 68% of theory).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08691817B2 |
| Source dataset | uspto-grants-2014_04 |
| ORD ID | ord-501611aa6af54e6cb504aa6bb63d2f6a |
| Source note | uspto-grants-2014_04 |