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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 249664Generated: October 25, 2026

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

https://huagongshe.com/reaction/249664

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 numberUS07863220B2
Source datasetuspto-grants-2011_01
ORD IDord-f2b7e6e92b6e4f0fa5502f30bcca4b8a
Source noteuspto-grants-2011_01