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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 732450Generated: October 31, 2026

Cesium carbonate → HCID 68814422, compound

https://huagongshe.com/reaction/732450

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantBinap, (A+-)-HCID 634876—
ReactantMethyl 2-chloropyridine-4-carboxylateHCID 2736842—
Reactant2-Butanamine, (S)-HCID 6713753—
Catalystpalladium(II) acetateHCID 167845—
SolventTolueneHCID 1140—
ProductHCID 68814422HCID 68814422—

Reaction Conditions

Temperature90 °C

Reaction Steps

Degas with nitrogen a suspension containing 2-chloro-isonicotinic acid methyl ester (2.15 g, 12.5 mmol), palladium acetate (281 mg, 1.25 mmol), racemic 2,2′-bis(diphenylphosphino)-1,1′-binapthyl (780 mg, 1.25 mmol), cesium carbonate (4.95 g, 15 mmol), and (S)-sec-butylamine (1.5 mL, 15 mmol) in toluene (30 mL) and heat in a sealed tube at 90° C. overnight. Cool to room temperature and filter the solids through a filtering agent. Wash with ethyl acetate (30 mL), concentrate and purify (silica gel chromatography, eluting with 15:85 to 30:70 ethyl acetate:hexanes) to give the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07585885B2
Source datasetuspto-grants-2009_09
ORD IDord-c02367ab068e480294bcdf90d46230a8
Source noteuspto-grants-2009_09