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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1396965Generated: November 1, 2026

Phenylmethyl (3S)-2-((2R)-3-cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-3-({[4-(2-pyridinyl)-2-pyrimidinyl]amino}carbonyl)-1-pyrazolidinecarboxylate → (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-[4-(2-pyridinyl)-2-pyrimidinyl]-3-pyrazolidinecarboxamide

https://huagongshe.com/reaction/1396965

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenylmethyl (3S)-2-((2R)-3-cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-3-({[4-(2-pyridinyl)-2-pyrimidinyl]amino}carbonyl)-1-pyrazolidinecarboxylateHCID 131732109—
CatalystPalladium hydroxideHCID 9942167—
SolventMethanolHCID 887—
Product(3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-[4-(2-pyridinyl)-2-pyrimidinyl]-3-pyrazolidinecarboxamideHCID 8892339556.5%

Reaction Steps

To a solution of phenylmethyl (3S)-2-((2R)-3-cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-3-({[4-(2-pyridinyl)-2-pyrimidinyl]amino}carbonyl)-1-pyrazolidinecarboxylate (32 mg, 0.053 mmol) in methanol (3 mL) was added Pd(OH)2/C (7 mg). The mixture was degassed and then stirred under an H2 atmosphere for 2 h at rt. The catalyst was filtered off. The filtrate was concentrated and the residue was purified by pre-HPLC to provide the title compound (14 mg, 56%). LCMS: (M+H)+: 468.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08901119B2
Source datasetuspto-grants-2014_12
ORD IDord-6ad43ea07a8b433daa7410200c81bd77
Source noteuspto-grants-2014_12