Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2190144Generated: October 31, 2026

Cesium carbonate → 4-{[5-(3-Chlorophenyl)-4-(3-methoxyphenyl)furan-2-yl]carbonyl}piperazin-2-one

https://huagongshe.com/reaction/2190144

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant(3-Methoxyphenyl)boronic acidHCID 2734370—
Reactant2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenylHCID 11155794—
Reactant4-{[4-Bromo-5-(3-chlorophenyl)furan-2-yl]carbonyl}piperazin-2-oneHCID 58064764—
Catalystpalladium(II) acetateHCID 167845—
SolventWater 1,2-dimethoxyethaneHCID 18180031—
Product4-{[5-(3-Chlorophenyl)-4-(3-methoxyphenyl)furan-2-yl]carbonyl}piperazin-2-oneHCID 46833184—

Reaction Conditions

Temperature120 °C

Reaction Steps

50.0 mg (0.13 mmol) of the compound from Example 27A are provided in 5 ml of 1,2-dimethoxyethane/water (4:1), 19.8 mg (0.13 mmol) of 3-methoxyphenylboronic acid, 4.4 mg (0.009 mmol) of dicyclohexyl[2′,4′,6′-tri(propan-2-yl)biphenyl-2-yl]phosphane, 0.9 mg (0.004 mmol) of palladium(II) acetate and 127 mg (0.39 mmol) of cesium carbonate are added and the mixture is heated in a closed glass vessel under microwave irradiation at 120° C. for one hour. The reaction mixture is subsequently purified by preparative HPLC (RP18 column; eluent: acetonitrile/water gradient). 30.0 mg (56% of theory) of the title compound are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08324268B2
Source datasetuspto-grants-2012_12
ORD IDord-e7654c3275064705a52d5cdcd75c4924
Source noteuspto-grants-2012_12