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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1784560Generated: October 29, 2026

Acetonitrile → 8-Trifluoromethyl-6-(4-trifluoromethyl-phenyl)-imidazo[1,2-a]pyridine-3-carboxylic acid

https://huagongshe.com/reaction/1784560

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetonitrileHCID 6342—
ReactantN-bromobutanimideHCID 67184—
ReactantSodium BicarbonateHCID 516892—
Reactant2-Amino-3-(trifluoromethyl)pyridineHCID 2760920—
Product8-Trifluoromethyl-6-(4-trifluoromethyl-phenyl)-imidazo[1,2-a]pyridine-3-carboxylic acidHCID 8661162698%

Reaction Conditions

Temperature23 °C

Reaction Steps

To a solution of the above 3-trifluoromethyl-pyridin-2-ylamine (16.21 g, 100 mmol) in acetonitrile (300 mL) at 5° C. was added NBS (17.8 g, 100 mmol) and the mixture was stirred at 23° C. for 1 h. Poured into ice and additional sat. NaHCO3-sol., extracted with EtOAc, washed with brine, dried over Na2SO4. Removal of the solvent in vacuum left a yellow solid, which was filtered through a silica gel and cotton wool column with dichloromethane to give the title compound as a yellow solid (23.71 g, 98%). MS (EI) 240.1 [(M)+], 242.0 [(M+2)+].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07504404B2
Source datasetuspto-grants-2009_03
ORD IDord-765380b3b4fe41aa9f44176e13803bc8
Source noteuspto-grants-2009_03