HuagongsheHuagongshe Chemistry Print Report · For research reference only
{(R)-2-[3-(2,6-difluoro-benzyl)-5-nitro-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl]-1-phenyl-ethyl}-carbamic acid tert-butyl ester → HCID 67143363, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | {(R)-2-[3-(2,6-difluoro-benzyl)-5-nitro-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl]-1-phenyl-ethyl}-carbamic acid tert-butyl ester | HCID 87285738 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 67143363 | HCID 67143363 | 67.9% |
Reaction Steps
To a solution of {(R)-2-[3-(2,6-difluoro-benzyl)-5-nitro-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl]-1-phenyl-ethyl}-carbamic acid tert-butyl ester (173 mg, 0.34 mmol) in methanol (5 mL) was added 10% palladium/carbon (36 mg) in a nitrogen atmosphere, followed by stirring at room temperature for 1 hr in a hydrogen atmosphere. After removal of the palladium/carbon by filtration through celite, the filtrate was concentrated. The residue was purified using silica gel chromatography (eluent: hexane/ethyl acetate/dichloromethane, 1/1/1) and dried in a vacuum to afford 109 mg of the compound as a colorless oil (yield 66%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09034850B2 |
| Source dataset | uspto-grants-2015_05 |
| ORD ID | ord-0bdcbb98934343b9b94fb27fdd7d4a88 |
| Source note | uspto-grants-2015_05 |