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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1008871Generated: October 31, 2026

Sodium Carbonate → HCID 57531253, compound

https://huagongshe.com/reaction/1008871

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant(3-Chlorophenyl)boronic acidHCID 2734323—
ReactantHCID 67307138HCID 67307138—
SolventEthanolHCID 702—
SolventTolueneHCID 1140—
ProductHCID 57531253HCID 5753125351.4%

Reaction Conditions

Temperature150 °C

Reaction Steps

A suspension of 0.14 g (0.35 mmol) of 2-(methylamino)-2-oxoethyl 4-[3-(3-bromophenyl)propyl]piperazine-1-carboxylate, prepared in step 7.2., in a mixture of 4 ml of toluene and 0.6 ml of ethanol is admixed with 0.08 g (0.07 mol) of the tetrakis(triphenylphosphine)palladium complex, 1.05 ml (2.1 mmol) of a 2M aqueous solution of sodium carbonate and 0.22 g (1.4 mmol) of 3-chlorobenzeneboronic acid. The mixture is heated to 150° C. under microwave irradiation for 5 minutes and the organic phase is recovered by filtration on a cartridge equipped with a frit and containing celite and sodium sulphate. The cartridge is rinsed with toluene and the filtrate is concentrated under reduced pressure. The product is purified by chromatography on silica gel, eluting with a 90/10 mixture of ethyl acetate and methanol. The eluate is subsequently taken up in n-heptane, to give 0.086 g (0.18 mmol) of product in the form of white crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07973042B2
Source datasetuspto-grants-2011_07
ORD IDord-f557c136f02d4818b10cf78191f9da30
Source noteuspto-grants-2011_07