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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1471785Generated: October 30, 2026

1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) → HCID 71736574, compound

https://huagongshe.com/reaction/1471785

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
Reactant1-(Methylsulfonyl)piperazineHCID 709161—
ReactantPotassium tert-butoxideHCID 23665647—
Reactant4-(5-Chlorofuro[2,3-c]pyridin-2-yl)piperidine-1-carboxylic acid tert-butyl esterHCID 86674889—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventTolueneHCID 1140—
ProductHCID 71736574HCID 71736574—

Reaction Conditions

Temperature110 °C

Reaction Steps

4-(5-Chloro-furo[2,3-c]pyridin-2-yl)-piperidine-1-carboxylic acid tert-butyl ester (80 mg) is added to a flask charged with a stir bar, N-methylsulfonyl-piperazine (47 mg), potassium tert-butoxide (63 mg), Xantphos (103 mg), tris(dibenzylideneacetone)-dipalladium(0) (54 mg), and toluene (3 mL). The mixture is sparged with Ar at room temperature for 10 min and then stirred at 110° C. overnight. After cooling the mixture to room temperature, water is added and the resulting mixture is extracted with ethyl acetate. The combined extracts are dried (Na2SO4) and concentrated. The residue is purified by HPLC on reversed phase (methanol/water) to give the title compound. LC (method 5): tR=1.25 min; Mass spectrum (ESI+): m/z=465 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09012456B2
Source datasetuspto-grants-2015_04
ORD IDord-3bea2380d3564ae9a98362de11f37442
Source noteuspto-grants-2015_04