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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1851846Generated: October 25, 2026

Diethyl Ether → 1-[([4-[2-(4-Methyl-1-piperazinyl)-4-thiazolyl]phenyl]carbonyl]amino]cyclohexanecarboxylic acid

https://huagongshe.com/reaction/1851846

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantSodium HydroxideHCID 14798—
Reactant1-[[[4-[2-(4-Methyl-1-piperazinyl)-4-thiazolyl]phenyl]carbonyl]amino]cyclohexanecarboxylic acid phenylmethyl esterHCID 57672820—
SolventTetrahydrofuranHCID 8028—
Product1-[([4-[2-(4-Methyl-1-piperazinyl)-4-thiazolyl]phenyl]carbonyl]amino]cyclohexanecarboxylic acidHCID 5767288767%

Reaction Steps

35 ml of 2N sodium hydroxide aqueous solution was added to a solution of 11.8 g (23.0 mmol) of 1-[[[4-[2-(4-methyl-1-piperazinyl)-4-thiazolyl]phenyl]carbonyl]amino]cyclohexanecarboxylic acid phenylmethyl ester in 120 ml of tetrahydrofuran, and the mixture was refluxed under heating for 15 hours. Ether was added to the reaction mixture, and the aqueous layer was separated. Concentrated hydrochloric acid was added to the separated aqueous layer to neutralize it and the precipitated crystal was collected by filtration to obtain 6.60 g (67%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08957205B2
Source datasetuspto-grants-2015_02
ORD IDord-7da269674fa241618c676e9d9b6b5ccc
Source noteuspto-grants-2015_02