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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1428078Generated: October 29, 2026

Potassium Carbonate → 3-(4-Aminophenyl)-5-bromopyridin-2-amine

https://huagongshe.com/reaction/1428078

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2-Amino-5-bromo-3-iodopyridineHCID 1516508—
Reactant4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)anilineHCID 2734620—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
Product3-(4-Aminophenyl)-5-bromopyridin-2-amineHCID 6828897693.9%

Reaction Conditions

Temperature100 °C

Reaction Steps

Tetrakis(triphenylphosphine)palladium (1.16 g), 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline (2.48 g) and potassium carbonate (4.15 g) were added to a solution of 5-bromo-3-iodopyridin-2-amine (2.99 g) in 1,4-dioxane (40 ml) and water (10 ml) at room temperature. The reaction mixture was stirred at 100° C. overnight. The reaction mixture was concentrated under reduced pressure, and the residue was then purified by silica gel chromatography [chloroform:methanol=9:1 (v/v)] to give 2.48 g of the title compound as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08933103B2
Source datasetuspto-grants-2015_01
ORD IDord-105bd7ce4f15417db50bdf013dd1281d
Source noteuspto-grants-2015_01