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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1958322Generated: October 31, 2026

Triethylamine → 1-Methyl-5-(2-phenyl-imidazo[1,2-a]pyrimidin-7-ylcarbamoyl)-1H-pyrazole-4-carboxylic acid ethyl ester

https://huagongshe.com/reaction/1958322

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant2-Phenylimidazo[1,2-A]pyrimidin-7-amineHCID 50878390—
ReactantEthyl 5-(chlorocarbonyl)-1-methyl-1H-pyrazole-4-carboxylateHCID 60136485—
SolventDichloromethaneHCID 6344—
Product1-Methyl-5-(2-phenyl-imidazo[1,2-a]pyrimidin-7-ylcarbamoyl)-1H-pyrazole-4-carboxylic acid ethyl esterHCID 6738834371%

Reaction Steps

5-Chlorocarbonyl-1-methyl-1H-pyrazole-4-carboxylic acid ethyl ester (3.60 g, assumed purity 60%, 10 mmol) was added slowly to a cooled (0° C.) solution of 2-phenylimidazo[1,2-a]pyrimidin-7-amine (example 1, step 1, 2.52 g, 12 mmol) and triethylamine (2.02 g, 20 mmol) in dichloromethane (50 ml), and the suspension was stirred overnight at RT. The mixture was taken up in dichloromethane, and washed with water. The combined organic layers were dried (Na2SO4), filtered, and the solvent was evaporated under reduced pressure. The title compound (2.75 g, 71%) was isolated from the residue by column chromatography (silica gel, heptane:ethyl acetate=100:0-60:40). MS (m/e)=391.2 [M+H+].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08410117B2
Source datasetuspto-grants-2013_04
ORD IDord-96088bcb9b5d48c191e6ed6b93fb9392
Source noteuspto-grants-2013_04