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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1051545Erstellt: 26. Oktober 2026

Potassium Carbonate → 3-(1-methyl-1H-benzo[d]imidazol-6-yl)aniline

https://huagongshe.com/reaction/1051545

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium CarbonateHCID 11430—
Edukt3-Aminophenylboronic acidHCID 92269—
Edukt6-Bromo-1-methyl-1H-benzimidazoleHCID 23537644—
KatalysatorBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
Lösungsmittel1,4-DioxaneHCID 31275—
Produkt3-(1-methyl-1H-benzo[d]imidazol-6-yl)anilineHCID 8672930657,4%

Reaktionsbedingungen

Temperatur120 °C

Reaktionsschritte

To a solution of 6-bromo-1-methyl-1H-benzo[d]imidazole (500 mg, 2.37 mmol) in dioxane (10 mL) was added (3-aminophenyl)boronic acid (320 mg, 2.34 mmol), 2N K2CO3 (2 mL, 4 mmol) and PdCl2(dppf) (50 mg, 0.063 mmol). The reaction mixture was heated at 120° C. under microwave conditions for 30 min. The cooled mixture was concentrated under reduced pressure and the residue dissolved in ethyl acetate, washed with water with the separated organic layers being dried and concentrated to afford the desired product as a brown solid (300 mg, 56.7%). LCMS (m/z): 224.1 [M+H]+

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09388173B2
Quelldatensatzuspto-grants-2016_07
ORD IDord-483568c97f224cdc93c4f131128e26af
Quellennotizuspto-grants-2016_07