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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1961383Generated: October 31, 2026

(2S,4S)-Benzyl 4-methoxy-2-(pyrazin-2-ylcarbamoyl)pyrrolidine-1-carboxylate → (2S,4S)-4-Methoxy-N-(pyrazin-2-yl)pyrrolidine-2-carboxamide

https://huagongshe.com/reaction/1961383

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(2S,4S)-Benzyl 4-methoxy-2-(pyrazin-2-ylcarbamoyl)pyrrolidine-1-carboxylateHCID 59436412—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Product(2S,4S)-4-Methoxy-N-(pyrazin-2-yl)pyrrolidine-2-carboxamideHCID 59436335102.3%

Reaction Steps

To a solution of (2S,4S)-benzyl 4-methoxy-2-(pyrazin-2-ylcarbamoyl)pyrrolidine-1-carboxylate 18C (550 mg, 1.54 mmol) in methanol (200 mL) was added palladium on carbon (10%, 80 mg) under nitrogen. The suspension was hydrogenated at 55 psi overnight. The resulting suspension was filtered through a pad of celite and washed with methanol. Concentration of the filtrate gave the product (18D) as an oil (350 mg, 100%) which was used without purification in the next step. LC/MS [M+H]+: 223; Ret time (Method F): 0.76 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08415340B2
Source datasetuspto-grants-2013_04
ORD IDord-2da1160e8b3c4a819b1b2ed5ef46e425
Source noteuspto-grants-2013_04