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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 572136Generated: October 30, 2026

Sodium Carbonate → HCID 86701176, compound

https://huagongshe.com/reaction/572136

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant2-Chloropyridine-5-boronic acidHCID 3845034—
Reactant2,8-Dichloro-quinoline-3-carbaldehydeHCID 14917125—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 86701176HCID 86701176123.3%

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of 2,8-dichloroquinoline-3-carbaldehyde (2.6 g, 11.5 mmol), Na2CO3 (1.83 g, 17.3 mmol) and 2-chloropyridin-5-ylboronic acid (1.81 g, 11.5 mmol) in 1,4-dioxane (40 mL) and water (20 mL) was degassed by bubbling nitrogen gas through it for 5 minutes. Tetrakis(triphenylphosphine)palladium(0) (0.13 g, 0.115 mmol) was added and the mixture was heated at 90° C. for 16 h. The mixture was allowed to cool to room temperature. The resultant precipitate was filtered off and washed with water (5×50 mL) and diethyl ether (5×50 mL) to give the title compound (4.3 g, 70%) as a tan solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09029392B2
Source datasetuspto-grants-2015_05
ORD IDord-ade8af467b1940b192a31e74ae095705
Source noteuspto-grants-2015_05