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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1352786Generated: October 25, 2026

Dichloromethane → 4-(3-Chloro-4-methoxybenzylamino)-5-(2-benzyloxyethoxycarbonyl)-6-chloro-2-methylthiopyrimidine

https://huagongshe.com/reaction/1352786

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
Reactant2-(Benzyloxy) ethanolHCID 12141—
ReactantSodium BicarbonateHCID 516892—
Reactant4-(3-Chloro-4-methoxybenzylamino)-5-chloroformyl-6-chloro-2-methylthiopyrimidineHCID 17848283—
SolventWaterHCID 962—
Product4-(3-Chloro-4-methoxybenzylamino)-5-(2-benzyloxyethoxycarbonyl)-6-chloro-2-methylthiopyrimidineHCID 17848357—

Reaction Steps

A mixture of whole amount of 4-(3-chloro-4-methoxybenzylamino)-5-chloroformyl-6-chloro-2-methylthiopyrimidine (prepared in the above (1)), methylene chloride 15 ml and 2-benzyloxyethanol 224 mg is refluxed for 30 minutes. After cooling the reaction mixture is diluted with water and neutralized with an aqueous saturated sodium hydrogen carbonate solution. The solution is washed with ethyl acetate. The methylene chloride layer is diluted with ethyl acetate, washed, dried and concentrated in vacuo. The residue is separated with silica gel chromatography (solvent; hexane:ethyl acetate=5:1) to give 4-(3-chloro-4-methoxybenzylamino)-5-(2-benzyloxyethoxycarbonyl)-6-chloro-2-methylthiopyrimidine as a colorless oil 655 mg.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07220736B2
Source datasetuspto-grants-2007_05
ORD IDord-69677042205b4654aa4acc8836f20315
Source noteuspto-grants-2007_05