Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1434918Generated: October 25, 2026

4-Iodo-2-(methylthio)pyrimidine → 4-(5-Bromothiophen-2-yl)-2-methylsulfanylpyrimidine

https://huagongshe.com/reaction/1434918

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Iodo-2-(methylthio)pyrimidineHCID 3858901—
Reactant(5-Bromothiophen-2-yl)(tributyl)stannaneHCID 15738840—
CatalystPalladium ChlorideHCID 24290—
SolventTolueneHCID 1140—
Product4-(5-Bromothiophen-2-yl)-2-methylsulfanylpyrimidineHCID 2820534—

Reaction Steps

4-Iodo-2-methylsulfanyl-pyrimidine (2.5 g, 10 mmol), (5-Bromo-thiophen-2-yl)-tributyl-stannane (4.9 g, 11 mmol) and PdCl2 (702 mg, 1 mmol) were heated to 105° C. in toluene (30 ml) for 2 hours. The reaction mixture was poured on water and extracted three times with EtOAc. The combined organic phases were dried over sodium sulfate, filtered, evaporated to dryness and purified via chromatography on silicagel (acetone/hexanes:0/100 to 3/97) to give the title compound as colourless foam. Yield: 1.6 g (55%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07615562B2
Source datasetuspto-grants-2009_11
ORD IDord-a96a19d1d0ce424cb13bc0e8cec21ae9
Source noteuspto-grants-2009_11