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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2233288Generated: October 27, 2026

6-(Trifluoromethyl)nicotinic acid → 4-Methoxymethyl-2-(6-trifluoromethyl-pyridin-3-yl)-thiazole-5-carboxylic acid methyl ester

https://huagongshe.com/reaction/2233288

Reaction equation

Participants

RoleNameHCIDCharge
Reactant6-(Trifluoromethyl)nicotinic acidHCID 2777551—
Reactant6-(Trifluoromethyl)thionicotinamideHCID 2777886—
Reactant5-Chloromethyl-4-methyl-2-(1-methyl-cyclohexyl)-oxazoleHCID 59295392—
ReactantMethyl 2-chloro-4-methoxy-3-oxobutanoateHCID 59295416—
Reactant5-Chloromethyl-2-(4,4-difluoro-cyclohexyl)-4-methoxymethyl-thiazoleHCID 59295449—
SolventEthanolHCID 702—
Product4-Methoxymethyl-2-(6-trifluoromethyl-pyridin-3-yl)-thiazole-5-carboxylic acid methyl esterHCID 5929539011.2%

Reaction Steps

10.5 g 6-Trifluoromethyl-thionicotinamide (derived from 6-Trifluoromethyl-nicotinic acid according to the method described for 5-Chloromethyl-4-methyl-2-(1-methyl-cyclohexyl)-oxazole and 5-Chloromethyl-2-(4,4-difluoro-cyclohexyl)-4-methoxymethyl-thiazole) and 10.0 g 2-Chloro-4-methoxy-3-oxo-butyric acid methyl ester were dissolved in 100 ml ethanol and heated under reflux overnight. The cooled reaction mixture was evaporated under reduced pressure and the resulting residue was purified by RP-HPLC to obtain 1.9 g 4-Methoxymethyl-2-(6-trifluoromethyl-pyridin-3-yl)-thiazole-5-carboxylic acid methyl ester.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07709481B2
Source datasetuspto-grants-2010_05
ORD IDord-b4cfbf2419f242eaab6dffa4c6727eef
Source noteuspto-grants-2010_05