HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phenylmethyl (3S)-2-[(2R)-2-({formyl[(phenylmethyl)oxy]amino}methyl)heptanoyl]-3-[(3-pyridazinylamino)carbonyl]-1-pyrazolidinecarboxylate → (3S)-2-((2R)-2-{[Formyl(hydroxy)amino]methyl}heptanoyl)-N-3-pyridazinyl-3-pyrazolidinecarboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phenylmethyl (3S)-2-[(2R)-2-({formyl[(phenylmethyl)oxy]amino}methyl)heptanoyl]-3-[(3-pyridazinylamino)carbonyl]-1-pyrazolidinecarboxylate | HCID 86706386 | — |
| Catalyst | Palladium hydroxide | HCID 9942167 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | (3S)-2-((2R)-2-{[Formyl(hydroxy)amino]methyl}heptanoyl)-N-3-pyridazinyl-3-pyrazolidinecarboxamide | HCID 66546696 | 34.6% |
Reaction Steps
To a solution of phenylmethyl (3S)-2-[(2R)-2-({formyl[(phenylmethyl)oxy]amino}methyl)heptanoyl]-3-[(3-pyridazinylamino) carbonyl]-1-pyrazolidinecarboxylate (460 mg, 0.764 mmol) in methanol (15 mL) was added Pd(OH)2/C (300 mg). The mixture was stirred under an H2 atmosphere for 2 h and the catalyst was filtered off. The filtrate was concentrated and the residue was purified by pre-HPLC to provide the titled compound (100 mg, 30%) as a yellowish solid. LCMS: (M+H)+: 379.2.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08901119B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-5b153ab3220745cca3d438c503028214 |
| Source note | uspto-grants-2014_12 |