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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1170751Erstellt: 25. Oktober 2026

Cesium carbonate → 2-Chloro-5-methyl-N-(2,3-dimethylphenyl)pyrimidin-4-amine

https://huagongshe.com/reaction/1170751

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktCesium carbonateHCID 10796—
Edukt3-Bromo-o-xyleneHCID 68472—
Edukt1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
Edukt2-Chloro-5-methylpyrimidin-4-amineHCID 4302175—
KatalysatorBis(dibenzylideneacetone)palladiumHCID 9811564—
Lösungsmittel1,4-DioxaneHCID 31275—
Produkt2-Chloro-5-methyl-N-(2,3-dimethylphenyl)pyrimidin-4-amineHCID 57516494—

Reaktionsschritte

A mixture of 2-chloro-5-methylpyrimidin-4-amine (143.6 mg, 1 mmol), 1-bromo-2,3-dimethylbenzene (222 mg, 1.2 mmol), Pd2(dba)3 (92 mg, 0.1 mmol), Xantphos (174 mg, 0.3 mmol) and cesium carbonate (1.3 g, 4 mmol) were suspended in dioxane (150 mL) and heated at reflux under the argon atmosphere for 20 h. The mixture was filtered and the filtrate concentrated in vacuo. The residue was dissolved in EtOAc (10 mL) and added hexanes (100 mL). The solid was collected by filtration and washed with hexanes to afford the crude title compound as a yellow solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07825246B2
Quelldatensatzuspto-grants-2010_11
ORD IDord-17aa4d1a5f124fe2b336ac2b119a12d6
Quellennotizuspto-grants-2010_11