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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1428097Generated: October 29, 2026

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

https://huagongshe.com/reaction/1428097

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantSodium BicarbonateHCID 516892—
Reactant2-Amino-5-bromo-3-iodopyridineHCID 1516508—
Reactant3-Fluoro-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)anilineHCID 44755207—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
Product3-(4-Amino-2-fluorophenyl)-5-bromopyridin-2-amineHCID 8670004787.6%

Reaction Conditions

Temperature80 °C

Reaction Steps

5-Bromo-3-iodopyridin-2-amine (300 mg), 3-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline (238 mg), tetrakis(triphenylphosphine)palladium (58 mg) and potassium carbonate (416 mg) were suspended in dioxane (5 ml) and water (0.5 ml), and the suspension was heated under reflux at 80° C. for two days. After leaving to cool, a saturated aqueous sodium bicarbonate solution was added, and the organic layer was extracted with ethyl acetate and dried over sodium sulfate. The solvent was distilled off under reduced pressure, and the residue was purified by silica gel column chromatography [hexane:ethyl acetate=1:2 (v/v)] to give 248 mg of the title compound as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08933103B2
Source datasetuspto-grants-2015_01
ORD IDord-9e855f16dac34369b4d194728a9c6b29
Source noteuspto-grants-2015_01