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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2098207Generated: November 1, 2026

2-(Tributylstannyl)pyrazine → HCID 68755976, compound

https://huagongshe.com/reaction/2098207

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-(Tributylstannyl)pyrazineHCID 2737316—
Reactant4-Bromo-5-nitrothiophene-3-carbonitrileHCID 59168810—
CatalystHCID 178418397HCID 178418397—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 68755976HCID 6875597653.3%

Reaction Conditions

Temperature140 °C

Reaction Steps

To a solution of 4-bromo-5-nitrothiophene-3-carbonitrile (312 mg, 1.34 mmol) in dioxane (4 mL) was added tetrakis(triphenylphosphine)palladium(0) (154 mg, 0.133 mmol) and tributylstannylpyrazine (794 mg, 2.15 mmol). This was heated by microwave irradiation to 140° C. for 30 min. The reaction mixture was concentrated under reduced pressure, and the residue purified by flash chromatography to afford the titled compound (166 mg, 53%): Rf=0.33 (20% EtOAc/hexanes; silica); HPLC method [4], retention time=1.45 min; MS (ESI) 233.0 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08450363B2
Source datasetuspto-grants-2013_05
ORD IDord-709a39448b874ccda791d05aacbf3efd
Source noteuspto-grants-2013_05