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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1908601Generated: October 28, 2026

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

https://huagongshe.com/reaction/1908601

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
Reactant4-{(S)-4-tert-Butoxycarbonyl-2-[(5-ethoxycarbonylmethoxy-1-phenyl-1H-pyrazole-3-carbonyl)-amino]-butyryl}-piperazine-1-carboxylic acid ethyl esterHCID 66920009—
SolventDichloromethaneHCID 6344—
SolventTrifluoroacetic acidHCID 6422—
Product4-{(S)-4-Carboxy-2-[(5-ethoxycarbonylmethoxy-1-phenyl-1H-pyrazole-3-carbonyl)-amino]-butyryl}-piperazine-1-carboxylic acid ethyl esterHCID 44125995—

Reaction Steps

To a solution of 73 mg of 4-{(S)-4-tert-Butoxycarbonyl-2-[(5-ethoxycarbonylmethoxy-1-phenyl-1H-pyrazole-3-carbonyl)-amino]-butyryl}-piperazine-1-carboxylic acid ethyl ester in 1 ml of DCM, 0.2 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.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08598179B2
Source datasetuspto-grants-2013_12
ORD IDord-d9b59ebc093a4d208b58d9b0496ef1b6
Source noteuspto-grants-2013_12