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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 625940Erstellt: 25. Oktober 2026

Dichloromethane → 3-(benzyloxy)-5-(biphenyl-3-yl)-1-methylpyridin-2(1H)-one

https://huagongshe.com/reaction/625940

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDichloromethaneHCID 6344—
EduktSodium CarbonateHCID 10340—
Edukt(3-Phenylphenyl)boronic acidHCID 2734315—
Edukt3-(benzyloxy)-5-bromo-1-methylpyridin-2(1H)-oneHCID 67417860—
KatalysatorBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt3-(benzyloxy)-5-(biphenyl-3-yl)-1-methylpyridin-2(1H)-oneHCID 6741897972%

Reaktionsbedingungen

Temperatur150 °C

Reaktionsschritte

To a mixture of 3-(benzyloxy)-5-bromo-1-methylpyridin-2(1H)-one (38 mg, 0.129 mmol), biphenyl-3-ylboronic acid (31 mg, 0.155 mmol), PdCl2(dppf).CH2Cl2 (5.3 mg, 0.006 mmol), under nitrogen, was added THF (1 mL) followed by 1 M aqueous Na2CO3 solution (0.388 mL). The reaction mixture was heated at 150° C. (microwave irradiation) for 25 min, cooled to room temperature and partitioned between water and EtOAc. Layers were separated and the aqueous solution was extracted with CH2Cl2 (2×). Combined organic solutions were dried over Na2SO4 and concentrated. Purification by flash chromatography (24 g silica gel, 3% to 100% EtOAc in hexanes) afforded 34 mg (72%) of 3-(benzyloxy)-5-(biphenyl-3-yl)-1-methylpyridin-2(1H)-one as a white solid. LC/MS (M+H)+ 368.3.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09309199B2
Quelldatensatzuspto-grants-2016_04
ORD IDord-7fcf369503fe4290911d629d2502ae8d
Quellennotizuspto-grants-2016_04