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
Participants
| Role | Name | HCID | Charge |
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| Reactant | 2-(Tributylstannyl)pyrazine | HCID 2737316 | — |
| Reactant | 2-Chloro-7-fluoro-5-methyl-6-phenyl-1,3-benzoxazole-4-carbonitrile | HCID 51041429 | — |
| Reactant | 2,6-Di-t-butylcresol | HCID 66637192 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 7-Fluoro-5-methyl-6-phenyl-2-(pyrazin-2-yl)-1,3-benzoxazole-4-carbonitrile | HCID 68585807 | 59.8% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07737166B2 |
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| Source dataset | uspto-grants-2010_06 |
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| ORD ID | ord-ed771845c06c4fa78d84fc0f9e2d67db |
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| Source note | uspto-grants-2010_06 |
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