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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2359915Generated: October 25, 2026

2-Amino-6-bromopyridine → 6-[1-(Pyridin-3-yl)-1H-pyrazol-4-yl]pyridine-2-amine

https://huagongshe.com/reaction/2359915

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Amino-6-bromopyridineHCID 300809—
Reactant3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)pyridineHCID 57416218—
CatalystHCID 178418397HCID 178418397—
Product6-[1-(Pyridin-3-yl)-1H-pyrazol-4-yl]pyridine-2-amineHCID 58336811—

Reaction Conditions

Temperature75 °C

Reaction Steps

Under argon, 3.17 g (11.7 mmol) of 3-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl]pyridine, 2.02 g (11.7 mmol) of 6-bromopyridine-2-amine and 945 mg (817 μmol) of tetrakis(triphenylphosphine)palladium were added to a mixture, degassed by means of argon, of 23.3 ml of 2 M sodium carbonate solution in water and 63.3 ml of acetonitrile. The reaction mixture was heated to 75° C. for 18 hours, diluted with acetonitrile after cooling, dried over MgSO4, filtered and concentrated. The crude product thus obtained was purified by chromatography (acetonitrile/acetone).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08686004B2
Source datasetuspto-grants-2014_04
ORD IDord-befff1e4aba1430aa8402286f42e4577
Source noteuspto-grants-2014_04