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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2174949Generated: October 29, 2026

Dichloromethane → (5-Amino-6-methoxypyridin-3-yl)boronic acid

https://huagongshe.com/reaction/2174949

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantPotassium AcetateHCID 517044—
ReactantBis(pinacolato)diboraneHCID 2733548—
Reactant5-Bromo-2-methoxypyridin-3-amineHCID 44754869—
SolventEthyl AcetateHCID 8857—
Solvent1,4-DioxaneHCID 31275—
Product(5-Amino-6-methoxypyridin-3-yl)boronic acidHCID 45789879—

Reaction Steps

5-bromo-2-methoxypyridin-3-amine (2 g, 9.85 mmol, commercially available), Bis(pinacolato)diboron (11.82 mmol), potassium acetate (1.4 g) and (1,1-bis(diphenylphosphino)ferrocene)-dichloropalladium (II) complex with DCM (200 mg, commercially available) was dissolved in dioxane (75 mL) under argon atmosphere. The reaction mixture was refluxed for 8 h. The reaction mixture was cooled, diluted with ethyl acetate (75 mL) and filtered. The filtrate was concentrated. The crude product was purified over silica gel using 0-10% ethyl acetate in petroleum ether to obtain the titled boronic acid derivative.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09062046B2
Source datasetuspto-grants-2015_06
ORD IDord-7373ca9bee894c108a1bcdabe8fc6123
Source noteuspto-grants-2015_06