HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phenylmethyl [((3S,4S)-4-hydroxy-1-{2-[7-(methyloxy)-2-oxo-1(2H)-quinolinyl]ethyl}-3-pyrrolidinyl)methyl]Carbamate → 1-{2-[(3S,4S)-3-(Aminomethyl)-4-hydroxy-1-pyrrolidinyl]ethyl}-7-(methyloxy)-2(1H)-quinolinone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phenylmethyl [((3S,4S)-4-hydroxy-1-{2-[7-(methyloxy)-2-oxo-1(2H)-quinolinyl]ethyl}-3-pyrrolidinyl)methyl]Carbamate | HCID 86635338 | — |
| Catalyst | Palladium hydroxide | HCID 9942167 | — |
| Product | 1-{2-[(3S,4S)-3-(Aminomethyl)-4-hydroxy-1-pyrrolidinyl]ethyl}-7-(methyloxy)-2(1H)-quinolinone | HCID 68809400 | 89% |
Reaction Steps
To a solution of phenylmethyl [((3S,4S)-4-hydroxy-1-{2-[7-(methyloxy)-2-oxo-1(2H)-quinolinyl]ethyl}-3-pyrrolidinyl)methyl]carbamate (1 g, 2.21 mmol) was added 20% Pd(OH)2/C, degassed and placed under 1 atm of H2 for 2 h. The reaction mixture was filtered through Celite and concentrated to obtain the title compound as a yellow oil (622 mg, 89%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08071592B2 |
| Source dataset | uspto-grants-2011_12 |
| ORD ID | ord-1d879f16b324495e94fff293bd7545ca |
| Source note | uspto-grants-2011_12 |