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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 472761Generated: November 1, 2026

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

https://huagongshe.com/reaction/472761

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[3,2-d]pyrimidin-3-yl)-acetic acid t-butyl esterHCID 68591435—
SolventWaterHCID 962—
Product{1-[(5-chloro-2,4-dimethoxy-phenylcarbamoyl)-methyl]-2,4-dioxo-1,4-dihydro-2H-pyrido[3,2-d]pyrimidin-3-yl}-acetic acid tert-butyl esterHCID 68589926—

Reaction Steps

A 25 ml round bottomed flask charged with (2,4-Dioxo-1,4-dihydro-2H-pyrido[3,2-d]pyrimidin-3-yl)-acetic acid t-butyl ester (14.9 mg, 0.054 mmol), 2-Bromo-N-(5-chloro-2,4-dimethoxy-phenyl)-acetamide (26.5 mg, 0.06 mmol), and Cs2CO3 (50.9 mg, 0.11 mmol) is treated with DMF (3 ml) and the solution stirred at RT. After 2 hours, the reaction mixture is treated with water and stirred for 10 minutes. The product is extracted into EtOAc and washed with water (3×10 ml). The organic portions are dried (MgSO4), filtered and concentrated to give the title compound, [M+H]+ 505

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08633211B2
Source datasetuspto-grants-2014_01
ORD IDord-679ccb438ee04c17bdbf385ec4866b42
Source noteuspto-grants-2014_01