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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2298043Generated: October 28, 2026

Cesium carbonate → HCID 68670654, compound

https://huagongshe.com/reaction/2298043

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantEthyl 5-bromo-2-chlorobenzoateHCID 144749—
ReactantBinap, (A+-)-HCID 634876—
ReactantTert-butyl 1,4-diazepane-1-carboxylateHCID 2756058—
Catalystpalladium(II) acetateHCID 167845—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
ProductHCID 68670654HCID 6867065428.9%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 5-bromo-2-chloro-benzoic acid, ethyl ester (0.50 g), hexahydro-1H-1,4-diazepine-1-carboxylic acid, 1,1-dimethylethyl ester (0.46 g), cesium carbonate (0.86 g), palladium (II) acetate (8.5 mg) and (R)-BINAP (35 mg) in toluene (3 ml) was heated at 100° C. for 14 h in a pressure vessel flushed with nitrogen. The cooled reaction mixture was poured into water and extracted (3 times) with ethyl acetate. The combined organic extracts were washed with saturated sodium chloride solution and then dried over magnesium sulfate. Evaporation under reduced pressure gave an oil which was purified by chromatography over silica gel, eluting with 20% ethyl acetate in iso-hexane to yield the subtitle compound as an oil (0.21 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06492355B1
Source datasetuspto-grants-2002_12
ORD IDord-89db27d8275a4d948ca2286c38e91ac9
Source noteuspto-grants-2002_12