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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2382740Generated: November 2, 2026

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

https://huagongshe.com/reaction/2382740

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantEthyl 5-(chlorocarbonyl)-1-methyl-1H-pyrazole-4-carboxylateHCID 60136485—
Reactant6-Bromo-2-phenylimidazo[1,2-A]pyridin-7-amineHCID 67041913—
SolventDichloromethaneHCID 6344—
Product5-(6-Bromo-2-phenyl-imidazo[1,2-a]pyridin-7-ylcarbamoyl)-1-methyl-1H-pyrazole-4-carboxylic acid ethyl esterHCID 6704227823%

Reaction Steps

A solution of 5-chlorocarbonyl-1-methyl-1H-pyrazole-4-carboxylic acid ethyl ester (as prepared in Example 14, Step 2, 2.35 g, 10.8 mmol) in dichloromethane (5 ml) was added dropwise over 20 min to a cooled (0° C.) solution of 6-bromo-2-phenyl-imidazo[1,2-a]pyridin-7-ylamine (1.56 g, 5.4 mmol) and triethylamine (877 mg) in dichloromethane (20 ml); the mixture was then stirred for at r.t. (30 min). The mixture was washed (water), and the organic layer was dried (Na2SO4), and evaporated. The title compound (460 mg, 23%) was isolated by filtration over a column of silica gel with dichloromethane as an eluent, and was used without further purification in the next step. MS (m/e)=470.1 [M+H+].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08263584B2
Source datasetuspto-grants-2012_09
ORD IDord-9069bb4f34514aaeb029c69260712784
Source noteuspto-grants-2012_09