Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2109447Generated: October 30, 2026

2-(Tributylstannyl)pyridine → 2-(4-Bromothiophen-2-yl)pyridine

https://huagongshe.com/reaction/2109447

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-(Tributylstannyl)pyridineHCID 607784—
ReactantThiophene, 2,4-dibromo-HCID 2724560—
CatalystHCID 178418397HCID 178418397—
SolventTolueneHCID 1140—
Product2-(4-Bromothiophen-2-yl)pyridineHCID 1429235673.7%

Reaction Steps

2,4-Dibromothiophene (695 mg, 2.87 mmol), 2-(tri-n-butylstannyl)pyridine (830 mg, 1.92 mmol), and tetrakis(triphenylphosphine)palladium (0) (220 mg, 0.19 mmol) were refluxed in 3 mL of toluene at 120° C. overnight. After filtrated out of solid residue, the reaction mixture was purified by flash chromatography using a gradient of ethyl acetate in hexane to give a beige solid as the title compound (340 mg), m/z 240, 242 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07514567B2
Source datasetuspto-grants-2009_04
ORD IDord-05b3081110b94922bd653edd2e0ac883
Source noteuspto-grants-2009_04