HuagongsheHuagongshe Chemistry Print Report · For research reference only
[5-Oxo-1-(3-oxo-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazin-6-yl)pyrrolidin-3-yl]carbamic acid benzyl ester → 6-(4-Amino-2-oxopyrrolidin-1-yl)-2H-pyrido[3,2-b][1,4]oxazin-3(4H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | [5-Oxo-1-(3-oxo-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazin-6-yl)pyrrolidin-3-yl]carbamic acid benzyl ester | HCID 86724940 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 6-(4-Amino-2-oxopyrrolidin-1-yl)-2H-pyrido[3,2-b][1,4]oxazin-3(4H)-one | HCID 86724941 | 92.3% |
Reaction Steps
[5-oxo-1-(3-oxo-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazin-6-yl)pyrrolidin-3-yl]carbamic acid benzyl ester (66.8 mg, 0.175 mmol) was dissolved in methanol (4 ml), 10% palladium on carbon (50% wet, 50 mg) was added thereto and catalytic hydrogenation was carried out at room temperature for 1 hour and at 50° C. for 45 minutes. The catalyst was removed by filtration and washed with methanol, and the filtrate and washings were concentrated under reduced pressure to yield 40.1 mg (92%) of the title compound in the form of a colorless solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08952010B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-b492e53b6bd14c55945735617dc20da5 |
| Source note | uspto-grants-2015_02 |