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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2093172Generated: October 26, 2026

2-Pyridinamine, 5-bromo-6-methyl- → 5-(4-Methoxyphenyl)-6-methylpyridin-2-amine

https://huagongshe.com/reaction/2093172

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Pyridinamine, 5-bromo-6-methyl-HCID 170678—
Reactant(4-Methoxyphenyl)boronic acidHCID 201262—
ReactantPotassium AcetateHCID 517044—
CatalystHCID 178418807HCID 178418807—
Solvent1,4-DioxaneHCID 31275—
Product5-(4-Methoxyphenyl)-6-methylpyridin-2-amineHCID 57704848—

Reaction Steps

(4-methoxyphenyl)boronic acid (1 g, 6.58 mmol), 5-bromo-6-methylpyridin-2-amine (1.23 g, 6.58 mmol), 1,1′-bis(diphenylphosphino)ferrocene-palladium dichloride dichloromethane adduct (537 mg, 0.658 mmol), potassium acetate (1.29 g, 13.16 mmol) and 1,4-dioxane (5 mL) were placed in a sealed tube and the mixture was subjected to microwave irradiation at 140° C. for 30 minutes. The resulting crude mixture was purified by flash column chromatography on SiO2 (Biotage 40+M cartridge, ethyl acetate) to afford 5-(4-methoxyphenyl)-6-methylpyridin-2-amine as a purple solid. LCMS calc.=214.11; found=215.17 (M+1)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08440702B2
Source datasetuspto-grants-2013_05
ORD IDord-8c39a40771854fe699965600b03621af
Source noteuspto-grants-2013_05