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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1530197Generated: November 2, 2026

Dichloromethane → HCID 86684891, compound

https://huagongshe.com/reaction/1530197

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantSodium CarbonateHCID 10340—
Reactant4-Formylphenylboronic AcidHCID 591073—
Reactant5-bromo-3-(cyclopentyl(methyl)amino)-N-((4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl)-2-methylbenzamideHCID 66575762—
CatalystHCID 178418397HCID 178418397—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 86684891HCID 8668489144%

Reaction Conditions

Temperature100 °C

Reaction Steps

A solution of 5-bromo-3-(cyclopentyl(methyl)amino)-N-((4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl)-2-methylbenzamide (1 equiv.), (4-formylphenyl)boronic acid (1.2 equiv.) and Pd(PPh3)4 (0.1 equiv.) in 1,4-dioxane (4 mL) was purged with argon for 10 min. Then, a 2 M Na2CO3 solution (3.6 equiv.) was added to it and argon was purged again for 10 min. The reaction mixture was stirred at 100° C. for 2 h. After completion of the reaction, water was added to it and extraction was carried out using DCM. The combined organic layers were washed with water, dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure to afford crude material which was purified by column chromatography over silica gel (60-120 mesh size) to afford the desired compound (0.1 g, 44%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09090562B2
Source datasetuspto-grants-2015_07
ORD IDord-8c0e774f5fbb4dc592e96e56b22b84d9
Source noteuspto-grants-2015_07