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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1375416Generated: November 1, 2026

Acetic Acid → 6-(3,5-Dichloropyridin-4yl)-2-[[4-(diethylaminocarbonyl)phenyl]-amino]-8-methyl-8H-pteridin-7-one

https://huagongshe.com/reaction/1375416

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
Reactant5-Amino-2-[[4-(diethylaminocarbonyl)phenyl]amino]-4-(methylamino)pyrimidineHCID 58786782—
ReactantEthyl 2-(3,5-dichloropyridin-4-yl)-2-oxoacetateHCID 58786793—
Solvent2-MethoxyethanolHCID 8019—
SolventEthyl AcetateHCID 8857—
Product6-(3,5-Dichloropyridin-4yl)-2-[[4-(diethylaminocarbonyl)phenyl]-amino]-8-methyl-8H-pteridin-7-oneHCID 980590428%

Reaction Steps

A mixture of 0.50 g (1.6 mmol) of 5-amino-2-[[4-(diethylaminocarbonyl)-phenyl]amino]-4-(methylamino)pyrimidine, 0.8 g (3.2 mmol) of ethyl 2-(3,5-dichloropyridin-4-yl)-2-oxoacetate, and 0.5 mL of HOAc in 20 mL of 2-methoxyethanol is heated under reflux for 16 hours. Workup in EtOAc, followed by chromatography on silica, eluting with EtOAc/hexane (3:2), gives 0.22 g (28%) of the title compound (Compound 13): mp (i-Pr2O) 230–231° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07169778B2
Source datasetuspto-grants-2007_01
ORD IDord-03160d11e74a47fbb36fd15acbeae84b
Source noteuspto-grants-2007_01