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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 593213Generated: October 28, 2026

3-(Tributylstannyl)pyridine → HCID 89444365, compound

https://huagongshe.com/reaction/593213

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-(Tributylstannyl)pyridineHCID 3483848—
ReactantHCID 89437205HCID 89437205—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
SolventDimethylformamideHCID 6228—
ProductHCID 89444365HCID 8944436536.2%

Reaction Conditions

Temperature150 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09241489B2
Source datasetuspto-grants-2016_01
ORD IDord-6c494f0676a84e9d808ec5643867559d
Source noteuspto-grants-2016_01