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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1616491Generated: November 1, 2026

Sodium Carbonate → HCID 70872754, compound

https://huagongshe.com/reaction/1616491

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant{4-[(Morpholin-4-yl)methyl]phenyl}boronic acidHCID 10998582—
ReactantHCID 70872486HCID 70872486—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 70872754HCID 7087275439.5%

Reaction Conditions

Temperature100 °C

Reaction Steps

A solution of 5-bromo-N-((4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl)-3-((2-methoxyethyl)(tetrahydro-2H-pyran-4-yl)amino)-2-methylbenzamide (110 mg, 0.21 mmol), (4-(morpholinomethyl)phenyl)boronic acid (99 mg, 0.33 mmol), sodium carbonate (83 mg, 0.78 mmol) in 4 ml of dioxane was degassed with argon for 20 min, Pd(PPh3) (25 mg, 0.02 mmol) was added to the mixture and heated to 100° C. for overnight. The reaction was cooled to room temperature and diluted with water, compound was extracted in 10% MeOH in DCM, dried over Na2SO4, concentrated and crude product purified by silica gel (100-200) chromatography to obtain the title compound (50 mg 38%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08765732B2
Source datasetuspto-grants-2014_07
ORD IDord-cbb05ecd00254aae940cc8bdfd0afcdb
Source noteuspto-grants-2014_07