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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1396953Generated: November 1, 2026

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

https://huagongshe.com/reaction/1396953

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenylmethyl (3S)-2-[(2R)-2-({formyl[(phenylmethyl)oxy]amino}methyl)heptanoyl]-3-[(3-pyridazinylamino)carbonyl]-1-pyrazolidinecarboxylateHCID 86706386—
CatalystPalladium hydroxideHCID 9942167—
SolventMethanolHCID 887—
Product(3S)-2-((2R)-2-{[Formyl(hydroxy)amino]methyl}heptanoyl)-N-3-pyridazinyl-3-pyrazolidinecarboxamideHCID 6654669634.6%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08901119B2
Source datasetuspto-grants-2014_12
ORD IDord-5b153ab3220745cca3d438c503028214
Source noteuspto-grants-2014_12