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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 732433Generated: November 1, 2026

Cesium carbonate → HCID 68814738, compound

https://huagongshe.com/reaction/732433

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantCyclobutylamineHCID 75645—
ReactantBinap, (A+-)-HCID 634876—
ReactantHCID 86615001HCID 86615001—
Catalystpalladium(II) acetateHCID 167845—
SolventTolueneHCID 1140—
ProductHCID 68814738HCID 6881473839.1%

Reaction Conditions

Temperature90 °C

Reaction Steps

Add 6-chloropyridine-2,4-dicarboxylic acid 2-ethyl ester 4-methyl ester (0.500 g, 2.05 mmol), palladium acetate (0.0461 g, 0.205 mmol), racemic 2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (0.128 g, 0.205 mmol), cesium carbonate (0.801 g, 2.46 mmol) and toluene (5 mL), to a sealed vessel flushed with nitrogen. Slowly add cyclobutylamine (0.210 mL, 2.46 mmol) and heat and stir the sealed vessel at 90° C. overnight. Cool to room temperature, filter through a pad of filtering agent, concentrate and purify (silica gel chromatography, eluting with 10:90 to 20:80 ethyl acetate:hexanes) to give the title compound (0.223 g, 39%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07585885B2
Source datasetuspto-grants-2009_09
ORD IDord-39cbd7c87c0a422d84ce0321e2f5013e
Source noteuspto-grants-2009_09