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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1787596Generated: October 30, 2026

Cesium carbonate → HCID 16118825, compound

https://huagongshe.com/reaction/1787596

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
Reactant2-Bromo-5-fluoropyridineHCID 2783171—
ReactantHCID 68621638HCID 68621638—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 16118825HCID 16118825—

Reaction Conditions

Temperature130 °C

Reaction Steps

5-(5-Fluoro-pyridin-3-yl)-[1,7]naphthyridin-8-ylamine (0.1 g, 0.42 mmol) and 2-bromo-5-fluoropyridine (0.13 g, 0.76 mmol) (Example C) were dissolved in 3 ml dry dioxane. 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (48 mg, 0.084 mmol), cesium carbonate (0.22 g, 0.67 mmol) and tri(dibenzylideneacetone)dipalladium chloroform complex (43 mg, 0.042 mmol) were added and the reaction mixture was stirred for 20 hrs at 130° C. The reaction mixture was then evaporated and purified by flash chromatography on silica gel (heptane/ethyl acetate 95:5->30:70 gradient). The desired product was obtained as a light red solid (35 mg, 25%), MS: m/e=336.3 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07511055B2
Source datasetuspto-grants-2009_03
ORD IDord-33d16f82fb564435b4fa14d04e61ec2a
Source noteuspto-grants-2009_03