HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 593213Generated: October 28, 2026
3-(Tributylstannyl)pyridine → HCID 89444365, compound
https://huagongshe.com/reaction/593213
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 3-(Tributylstannyl)pyridine | HCID 3483848 | — |
| Reactant | HCID 89437205 | HCID 89437205 | — |
| Catalyst | Tetrakis(triphenylphosphine)palladium | HCID 11979704 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 89444365 | HCID 89444365 | 36.2% |
Reaction Steps
Methyl 4-[(5-bromopyrazin-2-yl)amino]-4-oxo-butanoate (A2, 200 mg, 0.694 mmol) was dissolved in N,N-dimethylformamide (4.5 mL) in a microwave vial and 3-pyridyltributylstannane (0.833 mmol, 0.29 mL) and tetrakis(triphenylphosphine) palladium(0) (0.069 mmol) were added. Argon was bubbling through the mixture for ca. 5 min and the vial was heated under microwave irradiations for 10 min at 150° C. The solvent was evaporated and the residue was diluted with acetonitrile, washed with cyclohexane (2×) and evaporated. The product was purified by flash chromatography (RF-machine, AcOEt/cyclohexane: 1/1→1/0) to give methyl 4-oxo-4-[[5-(3-pyridyl)pyrazin-2-yl]amino]butanoate (compound A39) (0.072 g, 36% Yield). LCMS (Method F): RT 0.53 min, 287 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09241489B2 |
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| Source dataset | uspto-grants-2016_01 |
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| ORD ID | ord-6c494f0676a84e9d808ec5643867559d |
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| Source note | uspto-grants-2016_01 |
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