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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 85143Generated: October 30, 2026

Water → 2-(2-trifluoromethyl-phenyl)-3H-imidazo[4,5-c]pyridine-7-carboxylic acid ethyl ester

https://huagongshe.com/reaction/85143

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactanto-(Trifluoromethyl)benzaldehydeHCID 123067—
ReactantSodium PyrosulfiteHCID 656671—
ReactantEthyl 4,5-diaminopyridine-3-carboxylateHCID 58278930—
SolventDimethylformamideHCID 6228—
Product2-(2-trifluoromethyl-phenyl)-3H-imidazo[4,5-c]pyridine-7-carboxylic acid ethyl esterHCID 6720303070.1%

Reaction Conditions

Temperature120 °C

Reaction Steps

A mixture containing 4,5-diamino-nicotinic acid ethyl ester (79; 1.81 g, 10 mmol), 2-trifluoromethylbenzaldehyde (1.9 g, 11 mmol), Na2S2O5 (9.5 g, 50 mmol) in 50 mL of DMF was stirred at 120° C. for 18 h. Upon cooling to room temperature, the reaction mixture was poured into 100 mL of cold water. The resulting solids were collected by filtration, washed with water, and dried to provide 2-(2-trifluoromethyl-phenyl)-3H-imidazo[4,5-c]pyridine-7-carboxylic acid ethyl ester 80 (2.35 g, 70%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846947B2
Source datasetuspto-grants-2014_09
ORD IDord-400243de709b4902953917502a47d376
Source noteuspto-grants-2014_09