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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 732430Generated: November 1, 2026

Cesium carbonate → HCID 68814982, compound

https://huagongshe.com/reaction/732430

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantBinap, (A+-)-HCID 634876—
Reactant2-Butanamine, (S)-HCID 6713753—
ReactantHCID 86615007HCID 86615007—
Catalystpalladium(II) acetateHCID 167845—
SolventTolueneHCID 1140—
ProductHCID 68814982HCID 6881498251%

Reaction Conditions

Temperature90 °C

Reaction Steps

Add toluene (20 mL), 2-chloro-6-dimethylsulfamoyl-isonicotinic acid methyl ester (2.49 g, 8.93 mmol), palladium acetate (0.201 g, 0.893 mmol), racemic 2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (0.556 g, 0.893 mmol) and cesium carbonate (4.36 g, 13.4 mmol) to a sealed vessel flushed with nitrogen. Slowly add (S)-sec-butylamine (1.36 mL, 13.4 mmol) to the mixture. 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 20:80 to 30:70 ethyl acetate:hexanes) to give the title compound (1.43 g, 51%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07585885B2
Source datasetuspto-grants-2009_09
ORD IDord-9f94c37a12ae4ba2aad201c31abf6a0f
Source noteuspto-grants-2009_09