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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 17472Generated: October 26, 2026

2-(Tributylstannyl)pyrazine → 7-Fluoro-5-methyl-6-phenyl-2-(pyrazin-2-yl)-1,3-benzoxazole-4-carbonitrile

https://huagongshe.com/reaction/17472

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-(Tributylstannyl)pyrazineHCID 2737316—
Reactant2-Chloro-7-fluoro-5-methyl-6-phenyl-1,3-benzoxazole-4-carbonitrileHCID 51041429—
Reactant2,6-Di-t-butylcresolHCID 66637192—
CatalystHCID 178418476HCID 178418476—
SolventTolueneHCID 1140—
Product7-Fluoro-5-methyl-6-phenyl-2-(pyrazin-2-yl)-1,3-benzoxazole-4-carbonitrileHCID 6858580759.8%

Reaction Conditions

Temperature125 °C

Reaction Steps

2-Tri-n-butylstannylpyrazine (409 mg, 1.11 mmol), dichlorobis(triphenylphosphine)palladium(II) (51.9 mg, 0.074 mmol) and 2,6-di-tert-butylcresol (32.6 mg, 0.148 mmol) were added to a toluene (20 ml) solution of 2-chloro-7-fluoro-5-methyl-6-phenyl-1,3-benzoxazole-4-cabonitrile (I-130) (212 mg, 0.739 mmol), followed by heating under reflux in an oil bath at 125° C. for 2 hours. The solvent was evaporated away under reduced pressure, then the residue was purified by silica gel column chromatography (eluent, hexane:ethyl acetate=2:1) to obtain the entitled compound (146 mg, 59.8%) as a colorless solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07737166B2
Source datasetuspto-grants-2010_06
ORD IDord-ed771845c06c4fa78d84fc0f9e2d67db
Source noteuspto-grants-2010_06