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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 16240Generated: October 25, 2026

3-Methoxyaniline → 6-(2-(3-methoxyphenylamino)pyrimidin-4-yloxy)-N,2-dimethylbenzofuran-3-carboxamide

https://huagongshe.com/reaction/16240

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-MethoxyanilineHCID 10824—
Reactant6-(2-chloropyrimidin-4-yloxy)-N,2-dimethylbenzofuran-3-carboxamideHCID 59224749—
SolventDimethylformamideHCID 6228—
Product6-(2-(3-methoxyphenylamino)pyrimidin-4-yloxy)-N,2-dimethylbenzofuran-3-carboxamideHCID 4619015580%

Reaction Conditions

Temperature60 °C

Reaction Steps

6-(2-chloropyrimidin-4-yloxy)-N,2-dimethylbenzofuran-3-carboxamide (0.1 mmol) and 3-methoxyaniline (0.1 mmol) were dissolved in 0.5 ml DMF. To this was added p-TsOH monohydrate (0.2 mmol). The reaction mixture was stirred at 60° C. for 5 hours, and subjected to extraction with ethyl acetate. Then water was added and the mixture was subjected to extraction with ethyl acetate. The organic layer was washed with water and brine sequentially, dried over anhydrous Na2SO4, and concentrated. The resulting residue was purified by column chromatography to provide the title product in a yield of 80%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07737157B2
Source datasetuspto-grants-2010_06
ORD IDord-6c9f9b57843d4fe9a20c843dfd7e6fce
Source noteuspto-grants-2010_06