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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 472765Generated: October 27, 2026

Dimethylformamide → {1-[(5-Chloro-2,4-dimethoxy-phenylcarbamoyl)-methyl]-2,4-dioxo-1,4-dihydro-2H-pyrido[3,4-d]pyrimidin-3-yl}-acetic acid tert-butyl ester

https://huagongshe.com/reaction/472765

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantCesium carbonateHCID 10796—
Reactant2-Bromo-N-(5-chloro-2,4-dimethoxy-phenyl)-acetamideHCID 63679077—
Reactant(2,4-Dioxo-1,4-dihydro-2H-pyrido[3,4-d]pyrimidin-3-yl)-acetic acid tert-butyl esterHCID 68591379—
SolventWaterHCID 962—
Product{1-[(5-Chloro-2,4-dimethoxy-phenylcarbamoyl)-methyl]-2,4-dioxo-1,4-dihydro-2H-pyrido[3,4-d]pyrimidin-3-yl}-acetic acid tert-butyl esterHCID 68591872—

Reaction Steps

A 25 ml round bottomed flask is charged with (2,4-dioxo-1,4-dihydro-2H-pyrido[3,4-d]pyrimidin-3-yl)-acetic acid tert-butyl ester (23.9 mg, 0.086 mmol), 2-bromo-N-(5-chloro-2,4-dimethoxy-phenyl)-acetamide (30.5 mg, 0.095 mmol) and Cs2CO3 (84.6 mg, 0.172 mmol). The mixture is treated with DMF (2 ml) and the solution stirred at RT overnight. Water is added to the mixture giving rise to a solid. This is filtered, dried, and purified via flash column chromatography, eluting with iso-hexane:EtOAc to give the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08633211B2
Source datasetuspto-grants-2014_01
ORD IDord-86b9e5bb47794d96a5ab3ae24bcefe4b
Source noteuspto-grants-2014_01