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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 393176Generated: October 30, 2026

Methanol → 2-Amino-4-(4-fluorophenyl)-5-[2-[4-(6-fluorobenzofuran-3-yl)piperidin-1-yl]ethyl]thiazole

https://huagongshe.com/reaction/393176

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantDiisopropylethylamineHCID 81531—
Reactant2-Amino-5-(2-bromoethyl)-4-(4-fluorophenyl)thiazole hydrobromideHCID 22649338—
Reactant4-(6-Fluorobenzofuran-3-yl)piperidine hydrochlorideHCID 22649339—
SolventWaterHCID 962—
Product2-Amino-4-(4-fluorophenyl)-5-[2-[4-(6-fluorobenzofuran-3-yl)piperidin-1-yl]ethyl]thiazoleHCID 980323664.9%

Reaction Steps

A mixture of 0.917 g of 2-amino-5-(2-bromoethyl)-4-(4-fluorophenyl)thiazole hydrobromide, 0.511 g of 4-(6-fluorobenzofuran-3-yl)piperidine hydrochloride, 1.5 ml of diisopropylethylamine and 3 ml of methanol was stirred with heating under reflux for 12 hours. The reaction mixture was cooled to room temperature and then poured into water, followed by extraction with chloroform. The extract solution was dried over magnesium sulfate, and then the solvent was distilled off under reduced pressure, after which ether was added to the residue and the crystals were collected by filtration. The crystals were recrystallized from ethanol to obtain 0.57 g of 2-amino-4-(4-fluorophenyl)-5-[2-[4-(6-fluorobenzofuran-3-yl)piperidin-1-yl]ethyl]thiazole.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06806275B2
Source datasetuspto-grants-2004_10
ORD IDord-093a27cf382844b68d0c2b55813f5c29
Source noteuspto-grants-2004_10