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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2203006Generated: November 3, 2026

Toluene → 1-(2-Cyclopropyl-3-methylimidazo[1,2-a]pyridin-6-yl)-4-((2-(trifluoromethyl)-1,3-thiazol-4-yl)methoxy)pyridin-2(1H)-one

https://huagongshe.com/reaction/2203006

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
Reactant[2-(Trifluoromethyl)-1,3-thiazol-4-yl]methanolHCID 20079604—
ReactantPotassium tert-butoxideHCID 23665647—
Reactant4-Bromo-1-(2-cyclopropyl-3-methylimidazo[1,2-a]pyridin-6-yl)-2(1h)-pyridinoneHCID 121386204—
SolventWaterHCID 962—
Product1-(2-Cyclopropyl-3-methylimidazo[1,2-a]pyridin-6-yl)-4-((2-(trifluoromethyl)-1,3-thiazol-4-yl)methoxy)pyridin-2(1H)-oneHCID 8969030015.6%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 4-bromo-1-(2-cyclopropyl-3-methylimidazo[1,2-a]pyridin-6-yl)pyridin-2(1H)-one (80 mg), (2-(trifluoromethyl)-1,3-thiazol-4-yl)methanol (51.1 mg), potassium tert-butoxide (78 mg) and toluene (2 ml) was heated at 100° C. for 1 h. The mixture was poured into water, and extracted with EtOAc. The extract was washed with brine, dried over MgSO4, concentrated and purified by NH silica gel column chromatography (hexane/EtOAc) to give the title compound (16.2 mg) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09365540B2
Source datasetuspto-grants-2016_06
ORD IDord-8eddae9fccb84dfa9195d49fc554393c
Source noteuspto-grants-2016_06