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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 917605Generated: November 2, 2026

Chloroform → 2-(5,6,7,8-Tetrahydroimidazo[1,2-a]pyrazin-7-yl)-4-(3-chloro-4-methoxybenzylamino)-5-ethoxycarbonylpyrimidine

https://huagongshe.com/reaction/917605

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloroformHCID 6212—
ReactantTriethylamineHCID 8471—
Reactant5,6,7,8-Tetrahydroimidazo(1,2-a)pyrazineHCID 13247046—
Reactant2-Chloro-4-(3-chloro-4-methoxybenzylamino)-5-ethoxycarbonylpyrimidineHCID 22665581—
SolventEthyl AcetateHCID 8857—
Product2-(5,6,7,8-Tetrahydroimidazo[1,2-a]pyrazin-7-yl)-4-(3-chloro-4-methoxybenzylamino)-5-ethoxycarbonylpyrimidineHCID 22665588—

Reaction Steps

A mixture of 2-chloro-4-(3-chloro-4-methoxybenzylamino)-5-ethoxycarbonylpyrimidine (prepared in Example 95) 285 mg, 5,6,7,8-tetrahydroimidazo[1,2-a]pyrazine 197 mg, triethylamine 0.22 ml and chloroform 3 ml is stirred at room temperature for 2.5 hours, followed by stirring at 60° C. for 2.5 hours. The mixture is diluted with ethyl acetate, and washed with water. The water layer is extracted with ethyl acetate, and the organic layer is washed with water and an aqueous saturated sodium chloride solution, dried over anhydrous sodium sulfate and concentrated in vacuo. The residue is purified with silica gel chromatography (silica gel 10 g, solvent; chloroform:methanol=50:1) and concentrated in vacuo and triturated with isopropyl ether to give 2-(5,6,7,8-tetrahydroimidazo[1,2-a]pyrazin-7-yl)-4-(3-chloro-4-methoxybenzylamino)-5-ethoxycarbonylpyrimidine as a colorless crystalline powder, 290 mg. mp 179-182° C., MS(m/z): 443(M+H)+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07273868B2
Source datasetuspto-grants-2007_09
ORD IDord-59567127a86840338dac840f1ee93010
Source noteuspto-grants-2007_09