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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1616364Generated: October 30, 2026

Sodium Carbonate → HCID 86672647, compound

https://huagongshe.com/reaction/1616364

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantBoronic AcidHCID 61668—
Reactant1,4-Dioxane--water (1/1)HCID 21886435—
ReactantHCID 86672648HCID 86672648—
CatalystHCID 178418397HCID 178418397—
ProductHCID 86672647HCID 8667264785.7%

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-(isopropylamino)isonicotinamide (0.58 g, 1.67 mmol), boronic acid (0.277 g, 1.84 mmol) in dioxane/water mixture (7 mL+3 mL), Na2CO3 (0.64 g, 6.037 mmol) was added and reaction mass purged for 15 min with argon. Then Pd(PPh3)4 (0.194 g, 0.168 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-(isopropylamino)isonicotinamide (0.6 g, 85.7%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08765732B2
Source datasetuspto-grants-2014_07
ORD IDord-87ec377df63147c9969999c11bc48c70
Source noteuspto-grants-2014_07