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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1036219Erstellt: 26. Oktober 2026

Cesium carbonate → 5-(4-Methyl-1H-imidazol-1-yl)pyridin-2-amine

https://huagongshe.com/reaction/1036219

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktCesium carbonateHCID 10796—
Edukt2-Pyridinamine, 5-iodo-HCID 88579—
EduktHCID 178418800HCID 178418800—
KatalysatorCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
LösungsmittelDimethylformamideHCID 6228—
Produkt5-(4-Methyl-1H-imidazol-1-yl)pyridin-2-amineHCID 57512861—

Reaktionsschritte

To a seal tube charged with 5-iodopyridin-2-amine 143-1 (1.1 g, 5 mmol), 4-methyl-1H-imidazole 143-2 (0.61 g, 7.4 mmol), CuI (0.31 g, 1.63 mmol) and Cs2CO3 (3.25 g, 10 mmol) was added DMF (10 mL). The reaction vessel was flushed with nitrogen and sealed. The reaction was stirred at room temperature for 30 minutes before being heated up to 110° C. for 24 hours. The reaction was diluted into ethyl acetate and the salt was removed by filtration. The filtrate was dried and the residue was purified by silica gel flash chromatography, eluted with 10% methanol in ethyl acetate to give 5-(4-methyl-1H-imidazol-1-yl)pyridin-2-amine 143-3 as off-white solid. MS m/z 175.2 (M+1).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08546396B2
Quelldatensatzuspto-grants-2013_10
ORD IDord-4b96c06c17fe4ca982ae692719079982
Quellennotizuspto-grants-2013_10