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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2403104Generated: October 26, 2026

Ethanol → Ethyl 6-amino-5-chloro-2-(4-chlorophenyl)pyrimidine-4-carboxylate

https://huagongshe.com/reaction/2403104

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantWaterHCID 962—
ReactantSodium HydroxideHCID 14798—
ReactantThionyl ChlorideHCID 24386—
Reactant6-Amino-5-chloro-2-(4-chlorophenyl)pyrimidine-4-carboxylic acidHCID 46863984—
ProductEthyl 6-amino-5-chloro-2-(4-chlorophenyl)pyrimidine-4-carboxylateHCID 46863983—

Reaction Steps

To a solution of 6-amino-5-chloro-2-(4-chlorophenyl)-4-pyrimidinecarboxylic acid (i.e. the product of Example 4, Step C) (20.0 g, 70.4 mmol) in ethanol (70 mL) was added thionyl chloride (5.14 mL, 70.4 mmol) while maintaining the temperature below 15° C. using an ice bath. The reaction mixture was then heated at reflux overnight. Water was added. Then with external cooling aqueous sodium hydroxide (50%) was added to adjust the pH to 7. The resulting solid was isolated by filtration and dried to afford the title product, a compound of the present invention, as a light beige solid (20.1 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08802597B2
Source datasetuspto-grants-2014_08
ORD IDord-fcd87078192f4791a7522fdb3478bed0
Source noteuspto-grants-2014_08