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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1908612Generated: October 28, 2026

Toluene → 4-((S)-4-Carboxy-2-{[5-ethoxycarbonylmethoxy-1-(3-methoxy-phenyl)-1H-pyrazole-3-carbonyl]-amino}-butyryl)-piperazine-1-carboxylic acid ethyl ester

https://huagongshe.com/reaction/1908612

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
Reactant4-((S)-4-tert-Butoxycarbonyl-2-{[5-ethoxycarbonylmethoxy-1-(3-methoxy-phenyl)-1H-pyrazole-3-carbonyl]-amino}-butyryl)-piperazine-1-carboxylic acid ethyl esterHCID 66920057—
SolventDichloromethaneHCID 6344—
SolventTrifluoroacetic acidHCID 6422—
Product4-((S)-4-Carboxy-2-{[5-ethoxycarbonylmethoxy-1-(3-methoxy-phenyl)-1H-pyrazole-3-carbonyl]-amino}-butyryl)-piperazine-1-carboxylic acid ethyl esterHCID 66920061—

Reaction Steps

To a solution of 90 mg of 4-((S)-4-tert-Butoxycarbonyl-2-{[5-ethoxycarbonylmethoxy-1-(3-methoxy-phenyl)-1H-pyrazole-3-carbonyl]-amino}-butyryl)-piperazine-1-carboxylic acid ethyl ester in 3 ml of DCM, 0.3 ml of TFA was added at RT. After 4 h 20 ml of toluene was added and the solvents were removed under reduced pressure. The residue was purified by preparative HPLC (C18 reverse phase column, elution with a water/MeCN gradient with 0.1% TFA). The fractions containing the product were evaporated and lyophilized to yield a white solid. Yield: 22 mg

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08598179B2
Source datasetuspto-grants-2013_12
ORD IDord-445972898936404fa057fde3adce178b
Source noteuspto-grants-2013_12