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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1521914Generated: October 31, 2026

1-Tributylstannyl-3,3,3-trifluoro-1-propyne → HCID 86690334, compound

https://huagongshe.com/reaction/1521914

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Tributylstannyl-3,3,3-trifluoro-1-propyneHCID 11199932—
ReactantHCID 86690308HCID 86690308—
CatalystHCID 178418807HCID 178418807—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 86690334HCID 86690334—

Reaction Conditions

Temperature140 °C

Reaction Steps

A solution of 3-bromo-5,6-di-p-tolylpyrazin-2-amine (Ex 1, step 3) (200 mg, 0.565 mmol) in dioxane (4 ml) bubbled with nitrogen was treated with tributyl(3,3,3-trifluoroprop-1-ynyl)stannane (238 mg, 0.621 mmol) and PdCl2(dppf)-CH2Cl2-Adduct (46.1 mg, 0.056 mmol). The resulting mixture was heated at 140° C. for 1 hour using microwave radiation. After cooling to RT, the mixture was concentrated under reduced pressure. The crude residue was dissolved in DCM and loaded onto a 25 g Silica column. Purification by chromatography on silica eluting with 0-5% EtOAc in iso-hexane afford the title compound;

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09073932B2
Source datasetuspto-grants-2015_07
ORD IDord-d26062d7630e4301abd57d5b2eb19d61
Source noteuspto-grants-2015_07