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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1161736Generated: October 26, 2026

Dichloromethane → 2-Amino-4-{2,4-Dichloro-5-[2-(Diethylamino)ethoxy]phenyl}-N-Ethylthieno[2,3-D]pyrimidine-6-Carboxamide

https://huagongshe.com/reaction/1161736

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantCesium carbonateHCID 10796—
Reactant2-Bromoethyldiethylammonium bromideHCID 70607—
ReactantHCID 44220298HCID 44220298—
SolventDimethylformamideHCID 6228—
Product2-Amino-4-{2,4-Dichloro-5-[2-(Diethylamino)ethoxy]phenyl}-N-Ethylthieno[2,3-D]pyrimidine-6-CarboxamideHCID 44220300—

Reaction Conditions

Temperature140 °C

Reaction Steps

Cesium carbonate was added to a solution of 2-Amino-4-(2,4-dichloro-5-hydroxyphenyl)-thieno[2,3-d]pyrimidine-6-carboxylic acid ethyl amide in DMF, 2-Bromo-N,N-diethylethylamine hydrobromide was added and the suspension heated, at ˜140° C., for ˜2 hrs. The resulting suspension was allowed to cool and dichloromethane added. The mixture was washed with water and saturated aqueous sodium chloride solution. The solution was dried over anhydrous sodium sulphate and concentrated to a dark brown gum. The crude product was purified by chromatography on silica eluting with mixtures of dichloromethane and methanol.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07820658B2
Source datasetuspto-grants-2010_10
ORD IDord-5693b8171b454354af0c79c5387ba015
Source noteuspto-grants-2010_10