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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2368031Generated: October 31, 2026

2-Amino-3-bromo-5-methylpyridine → HCID 64129754, compound

https://huagongshe.com/reaction/2368031

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Amino-3-bromo-5-methylpyridineHCID 519380—
Reactant3,4-Difluorobenzeneboronic acidHCID 2734337—
SolventEthyl AcetateHCID 8857—
SolventSodium CarbonateHCID 10340—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 64129754HCID 64129754—

Reaction Conditions

Temperature100 °C

Reaction Steps

3-Bromo-5-methylpyridin-2-amine (0.5 g, 2.7 mmol), 3,4-difluorophenylboronic acid (0.5 g, 3.2 mmol) and [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium(II)-dichloromethane complex (0.1 g, 0.1 mmol) were dissolved in a mixture of dioxane (10 mL) and 1M aqueous sodium carbonate solution (8 mL) under argon and the mixture was heated to 100° C. for 1 hour. The reaction was diluted with ethyl acetate, separated and the organic layer was washed with brine, dried with sodium sulfate, filtered and the solvent evaporated under reduced pressure. The residue was purified by column chromatography on silica gel using n-heptane/ethyl acetate (v/v 1:1) as eluent. The title compound was obtained as a light brown crystalline solid (0.6 g, quant.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08703763B2
Source datasetuspto-grants-2014_04
ORD IDord-98e2179d8f64442facec7bf015ed0c6d
Source noteuspto-grants-2014_04