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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1837707Generated: November 2, 2026

Cesium carbonate → HCID 22678367, compound

https://huagongshe.com/reaction/1837707

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantMethylboratHCID 14178740—
ReactantMethyl 5-bromo-2-methoxypyridine-3-carboxylateHCID 14371729—
CatalystHCID 178418397HCID 178418397—
SolventDimethylformamideHCID 6228—
ProductHCID 22678367HCID 2267836752.2%

Reaction Conditions

Temperature120 °C

Reaction Steps

1.2 g of methyl 5-bromo-2-methoxy-3-pyridinecarboxylate was dissolved in 20 ml of N,N-dimethylformamide, 440 mg of methylboric acid, 4.79 g of anhydrous cesium carbonate, and 564 mg of tetrakis(triphenylphosphine)palladium were added thereto, and the mixture was stirred at 120° C. for 2 hours under a nitrogen atmosphere. Ice-water was added to the reaction solution, and the mixture was extracted with ethyl acetate. The organic layer was washed with water and brine, and then dried over anhydrous magnesium sulfate. The solvent was evaporated, and the crude product was purified by silica gel column chromatography (hexane:ethyl acetate=20:1), to give 461 mg of the title compound as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06784192B2
Source datasetuspto-grants-2004_08
ORD IDord-e0e120a818734fffbf1099ba65dcd15d
Source noteuspto-grants-2004_08