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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2196433Generated: October 31, 2026

Sodium Carbonate → HCID 68631622, compound

https://huagongshe.com/reaction/2196433

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant2-Acetamido-5-bromopyridineHCID 293097—
Reactant3-tert-Butoxymethylphenylboronic acidHCID 3773808—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 68631622HCID 6863162272.1%

Reaction Conditions

Temperature90 °C

Reaction Steps

Under an argon stream, 1.0 g of N-(5-bromopyridin-2-yl)acetamide, 967 mg of 3-(tert-butoxymethyl)phenylboronic acid and 269 mg of tetrakis(triphenylphosphine)-palladium are placed in a round-bottomed flask containing 30 ml of dimethoxyethane and 15 ml of a 2M solution of sodium carbonate degassed beforehand. The mixture is heated at 90° C. for 15 hours. After cooling, the reaction mixture is concentrated under reduced pressure. The residue is taken up between dichloromethane and water, the organic phase is separated and dried over sodium sulfate, and the filtrate is concentrated under reduced pressure. The residue is then purified by silica gel chromatography, elution being carried out with a dichloromethane/methanol mixture. The solid obtained is triturated with diethyl ether, recovered by filtration and then dried. 1.0 g of compound is obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08338451B2
Source datasetuspto-grants-2012_12
ORD IDord-587136aecea7428f8a44d1de29fdf82b
Source noteuspto-grants-2012_12