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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2175084Generated: November 1, 2026

2,6-Dibromopyridine → HCID 53252486, compound

https://huagongshe.com/reaction/2175084

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,6-DibromopyridineHCID 12274—
Reactant4,4,5,5-Tetramethyl-2-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)-1,3,2-dioxaborolaneHCID 11243929—
CatalystHCID 178418397HCID 178418397—
Solvent1,2-DimethoxyethaneHCID 8071—
SolventSodium CarbonateHCID 10340—
ProductHCID 53252486HCID 53252486—

Reaction Conditions

Temperature80 °C

Reaction Steps

200 mg (0.84 mmol) of 2,6-dibromopyridine and 265 mg (0.84 mmol) of 4,4,5,5-tetramethyl-2-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)-1,3,2-dioxaborolane are dissolved in 6 ml of 2M sodium carbonate solution and in 2.5 ml of dimethoxyethane. The reaction mixture is degassed a number of times, and 49 mg (0.04 mmol) of tetrakis(triphenylphosphine)palladium are added under nitrogen atmosphere, the mixture is stirred at 80° C. for 16 h and subsequently irradiated in the microwave for 30 min. The reaction mixture is evaporated, and saturated sodium hydrogencarbonate solution is added. This mixture is extracted three times with ethyl acetate and three times with dichloromethane, the combined organic phases are dried over Na2SO4 and evaporated. The crude product is reacted further without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09062015B2
Source datasetuspto-grants-2015_06
ORD IDord-ca9bde2f379d4fa2b1b68ee66bf54ab7
Source noteuspto-grants-2015_06