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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 449881Erstellt: 25. Oktober 2026

Cesium carbonate → HCID 49839566, Verbindung

https://huagongshe.com/reaction/449881

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktCesium carbonateHCID 10796—
Edukt2-AminooxazoleHCID 558521—
Edukt1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
EduktN-(2-Bromopyridin-4-yl)-2,6-dichlorobenzamideHCID 75464886—
KatalysatorBis(dibenzylideneacetone)palladiumHCID 9811564—
Lösungsmittel1,4-DioxaneHCID 31275—
ProduktHCID 49839566HCID 498395669%

Reaktionsschritte

To a microwave tube was added N-(2-bromopyridin-4-yl)-2,6-dichlorobenzamide (0.30 g, 0.87 mmol), 2-aminooxazole (0.11 g, 1.0 mmol), Pd2(dba)3 (0.078 g, 0.087 mmol), XantPhos (0.096 g, 0.17 mmol), Cs2CO3 (0.57 g, 1.7 mmol) and dioxane (5 mL). The mixture was degassed with N2 for 10 min. The resulting mixture was irradiated in a microwave reactor at 140° C. for 3 hours and then cooled to room temperature. The mixture was filtered through Celite and concentrated under reduced pressure. The residue was dissolved in DMF and purified by prep-HPLC (Gilson GX 281, Shim-pack PRC-ODS 250 mm×20 mm×2, gradient: CH3CN/10 mm/L NH4HCO3, 17 min) to give the desired product as a yellow solid (26 mg, yield: 9%). 1H NMR (500 MHz, DMSO-d6): δ 11.2 (s, 1H), 8.28 (s, 1H), 8.17 (d, J=5.5 Hz, 1H), 7.71 (s, 1H), 7.59 (d, J=7.5 Hz, 2H), 7.52 (t, J=3.5 Hz, 1H), 7.41 (m, 1H), 7.03 (s, 1H). LC-MS (ESI) m/z: 349.0 [M+H+].

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08486950B2
Quelldatensatzuspto-grants-2013_07
ORD IDord-4deb55779a0a435eab3663dfe7a419cd
Quellennotizuspto-grants-2013_07