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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1530207Generated: November 3, 2026

Sodium Carbonate → HCID 86672644, compound

https://huagongshe.com/reaction/1530207

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantBoronic AcidHCID 61668—
Reactant1,4-Dioxane--water (1/1)HCID 21886435—
ReactantHCID 86672645HCID 86672645—
CatalystHCID 178418397HCID 178418397—
ProductHCID 86672644HCID 8667264471%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a stirred solution of 2-chloro-N-((4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl)-6-(piperidin-1-yl)isonicotinamide (0.6 g, 1.6 mmol), boronic acid (0.263 g, 1.76 mmol) in dioxane/water mixture (15 mL+5 mL), Na2CO3 (0.61 g, 5.76 mmol) was added and reaction mass purged for 15 min with argon. Then Pd(PPh3)4 (0.184 g, 0.16 mmol) was added and argon was purged again for 10 min. Reaction mass was heated at 100° C. for 3 h. On completion, reaction mass filtered through celite and celite bed washed with ethyl acetate. Combined filtrates were dried over Na2SO4 and solvent removed under reduced pressure to afford crude material which was purified by column over silica gel to obtain N-((4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl)-2-(4-formylphenyl)-6-(piperidin-1-yl)isonicotinamide (0.5 g, 71%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09090562B2
Source datasetuspto-grants-2015_07
ORD IDord-4c2c392e9da74891afbf7ded99768d8a
Source noteuspto-grants-2015_07