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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 45785Generated: October 26, 2026

Sodium Carbonate → HCID 67997048, compound

https://huagongshe.com/reaction/45785

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant5-Bromo-4-chloropyrimidineHCID 12270078—
Reactant4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1-naphthonitrileHCID 67997556—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 67997048HCID 6799704869%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 4-chloro-5-bromopyrimidine (193 mg, 1 mmol), 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-naphthonitrile (279 mg, 1 mmol) palladium tetrakis triphenylphoshine (0.023 g, 0.02 mmol) and aqueous sodium carbonate solution (2M, 1.5 mL, 3 mmol) in dioxane (3 mL) was heated to 80° C. for 12 hours. The reaction mixture cooled to room temperature, washed with water, extracted with ethyl acetate and purified by chromatography to yield 4-(5-bromopyrimidin-4-yl)-1-naphthonitrile (214 mg, 69%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08541589B2
Source datasetuspto-grants-2013_09
ORD IDord-664fe767f6c247b7bc62f7e6467a12f9
Source noteuspto-grants-2013_09