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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 561198Generated: October 31, 2026

Methyl 2-bromothiazole-5-carboxylate → Methyl 2-{4-[2-(trifluoromethyl)phenoxy]piperidin-1-yl}-1,3-thiazole-5-carboxylate

https://huagongshe.com/reaction/561198

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 2-bromothiazole-5-carboxylateHCID 2773502—
Reactant4-[2-(Trifluoromethyl)phenoxy]piperidineHCID 5018790—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
ProductMethyl 2-{4-[2-(trifluoromethyl)phenoxy]piperidin-1-yl}-1,3-thiazole-5-carboxylateHCID 57659049—

Reaction Conditions

Temperature82.5 °C

Reaction Steps

A mixture of methyl 2-bromo-1,3-thiazole-5-carboxylate (10 g, 45 mmol) and 4-[2-(trifluoromethyl)phenoxy]piperidine (12.1 g, 50 mmol) in dioxane (160 mL) was heated at 80-85° C. overnight. After cooling, the mixture was diluted with water and extracted with EtOAc. The EtOAc extract was washed twice with water, dried (Na2SO4) and concentrated. The crude material was purified by column chromatography on silica gel (eluting with 50% EtOAc/hexanes) to afford the title compound as a pale yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08063224B2
Source datasetuspto-grants-2011_11
ORD IDord-52950cb1f6af416aaadcf818869a573e
Source noteuspto-grants-2011_11