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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 853032Generated: October 29, 2026

4(5H)-Thiazolone, 2-amino- → 4-{6-[2-Amino-4-oxo-4h-thiazol-(5z)-ylidenemethyl]-quinolin-4-yloxy}-piperidine-1-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/853032

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4(5H)-Thiazolone, 2-amino-HCID 11175—
ReactantSodium AcetateHCID 517045—
ReactantHCID 58615384HCID 58615384—
SolventAcetic AcidHCID 176—
Product4-{6-[2-Amino-4-oxo-4h-thiazol-(5z)-ylidenemethyl]-quinolin-4-yloxy}-piperidine-1-carboxylic acid tert-butyl esterHCID 58615368—

Reaction Steps

The similar procedure as described in example 35 was used, starting from 4-(6-formyl-quinolin-4-yloxy)-piperidine-1-carboxylic acid tert-butyl ester, 2-Amino-thiazol-4-one (example 48b), sodium acetate and acetic acid to obtain 4-{6-[2-amino-4-oxo-4H-thiazol-(5Z)-ylidenemethyl]-quinolin-4-yloxy}-piperidine-1-carboxylic acid tert-butyl ester as a yellow solid. Purification was performed with flash chromatography (Merck silica gel 60, 230-400 mesh, 1%-5% methanol in dichloromethane for 30 min. LC-MS m/e 455.5 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07253285B2
Source datasetuspto-grants-2007_08
ORD IDord-62f8d3b4bb46415eb2705c1b86e0540b
Source noteuspto-grants-2007_08