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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1504208Generated: October 31, 2026

1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) → HCID 66960678, compound

https://huagongshe.com/reaction/1504208

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
ReactantSodium t-butoxideHCID 23676156—
Reactant4-Bromo-1-methoxyisoquinolineHCID 24766656—
Reactant6-(3-aminopropoxy)-1-methyl-1H-quinolin-2-oneHCID 66960548—
Catalystpalladium(II) acetateHCID 167845—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 66960678HCID 6696067825.5%

Reaction Conditions

Temperature80 °C

Reaction Steps

6-(3-Amino-propoxy)-1-methyl-1H-quinolin-2-one(232 mg), 4-bromo-1-methoxy-isoquinoline(286 mg), palladium acetate (II) (22 mg), xantphos (558 mg), and sodium t-butoxide(192 mg) were added to dioxane(10 ml). The mixture was heated at 80° C. for overnight under argon atmosphere. The reaction liquid was cooled to room temperature. Water was added to the reaction mixture, and followed by celite filtration. The filtrate was extracted with dichloromethane. The organic layer was dried over anhydrous sodium sulfate. The filtrate was condensed under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate: hexane=2:1→1:0). The purified product was condensed under reduced pressure to give the title compound(99 mg) as a brown amorphous solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09212187B2
Source datasetuspto-grants-2015_12
ORD IDord-2372b2e0ad6249e882058b51d6e1c850
Source noteuspto-grants-2015_12