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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1787587Generated: October 27, 2026

Cesium carbonate → (6-Methyl-pyridin-2-yl)-[1,7]naphthyridin-8-yl-amine

https://huagongshe.com/reaction/1787587

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant2-Amino-6-methylpyridineHCID 15765—
Reactant1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
Reactant8-Chloro-(1,7)naphthyridineHCID 12342712—
Solvent1,4-DioxaneHCID 31275—
Product(6-Methyl-pyridin-2-yl)-[1,7]naphthyridin-8-yl-amineHCID 16118550—

Reaction Conditions

Temperature150 °C

Reaction Steps

8-Chloro-[1,7]naphthyridine (Example A) (0.2 g, 1.2 mmol) and 2-amino-6-methylpyridine (0.13 g, 1.2 mmol) were dissolved in 8 ml dry dioxane. 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (145 mg, 0.24 mmol), cesium carbonate (0.63 g, 1.95 mmol) and tri(dibenzylideneacetone)dipalladium chloroform complex (0.13 g, 0.12 mmol) were added and the reaction mixture was stirred under microwave irradiation for 50 minutes at 150° C. The reaction mixture was then evaporated and purified by flash chromatography on silica gel (heptane/ethyl acetate 95:5->70:30 gradient). The desired product was obtained as a light yellow solid (98 mg, 34%),

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07511055B2
Source datasetuspto-grants-2009_03
ORD IDord-5937f0fba58341699293691ccde86743
Source noteuspto-grants-2009_03