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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2308179Generated: November 4, 2026

Cesium carbonate → HCID 9814764, compound

https://huagongshe.com/reaction/2308179

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantQuinoline, 3-bromo-8-nitro-HCID 79286—
Reactant1,4-Diazabicyclo(3.2.2)nonaneHCID 398407—
Catalystpalladium(II) acetateHCID 167845—
CatalystBinap, (A+-)-HCID 634876—
SolventTolueneHCID 1140—
SolventTetrahydrofuranHCID 8028—
ProductHCID 9814764HCID 981476471.9%

Reaction Conditions

Temperature85 °C

Reaction Steps

1.54 g (6.1 mmol) of 3-bromo-8-nitro_quinoline, 0.7 g (5.5 mmol) of 1,4-diazabicyclo—[3.2.2]nonane, 0.05 g (0.22 mmol) of palladium diacetate, 2.5 g (7.7 mmol) of cesium carbonate and 0.137 g (0.22 mmol) of 2,2′-bis(diphenylphosphino)-1,1′-binaphthyl, in 30 ml of tetrahydrofuran and 10 ml of toluene, are introduced consecutively into a 100 ml three-necked round-bottomed flask and the reaction mixture is heated at 80-90° C. for 24 h. The inorganic products are separated by filtration and the solvent is evaporated under reduced pressure. The residue is purified by chromatography on a silica gel column, with the elution being carried out using a 95/5/0.5, and then a 90/10/1, mixture of dichloromethane, methanol and ammonia. 1.18 g of solid are obtained, with this solid then being recrystallized in methanol.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06835730B2
Source datasetuspto-grants-2004_12
ORD IDord-9affa0c960874479a572c044febdb7e1
Source noteuspto-grants-2004_12