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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2382732Generated: November 2, 2026

Triethylamine → 5-(6-Cyano-2-phenyl-imidazo[1,2-a]pyridin-7-ylcarbamoyl)-1-methyl-1H-pyrazole-4-carboxylic acid ethyl ester

https://huagongshe.com/reaction/2382732

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantEthyl 5-(chlorocarbonyl)-1-methyl-1H-pyrazole-4-carboxylateHCID 60136485—
Reactant7-Amino-2-phenylimidazo[1,2-A]pyridine-6-carbonitrileHCID 67041596—
SolventDichloromethaneHCID 6344—
Product5-(6-Cyano-2-phenyl-imidazo[1,2-a]pyridin-7-ylcarbamoyl)-1-methyl-1H-pyrazole-4-carboxylic acid ethyl esterHCID 5103436442%

Reaction Steps

5-Chlorocarbonyl-1-methyl-1H-pyrazole-4-carboxylic acid ethyl ester (940 mg, 4.33 mmol) was added slowly to a solution of 7-amino-2-phenyl-imidazo[1,2-a]pyridine-6-carbonitrile (410 mg, 1.8 mmol) and triethylamine (363 mg) in dichloromethane (8 ml), and the mixture was stirred at r.t. overnight. The mixture was extracted with dichloromethane, the combined organic layers were dried (Na2SO4), and evaporated. The title compound (310 mg, 42%) was obtained by column chromatography (silica gel, heptane:ethyl acetate=80:20-60:40). MS (m/e)=413.3 [M−H+].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08263584B2
Source datasetuspto-grants-2012_09
ORD IDord-23a752db54004adcaf2e0c9618916ee4
Source noteuspto-grants-2012_09