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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 628895Erstellt: 25. Oktober 2026

Potassium Carbonate → Methyl 3-amino-4-(6-methoxyquinolin-2-yl)benzoate

https://huagongshe.com/reaction/628895

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium CarbonateHCID 11430—
Edukt2-Chloro-6-methoxyquinolineHCID 83647—
Edukt(2-Amino-4-(methoxycarbonyl)phenyl)boronic acidHCID 2737801—
KatalysatorBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
LösungsmittelWater 2-methoxyethanolHCID 22504935—
ProduktMethyl 3-amino-4-(6-methoxyquinolin-2-yl)benzoateHCID 6698004919%

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

To a mixture of compound 2-chloro-6-methoxyquinoline (1.70 g, 8.78 mmol), 2-amino-4-(methoxycarbonyl)phenylboronic acid (2.05 g, 10.5 mmol), and K2CO3 (2.43 g, 17.6 mmol) in ethylene glycol monomethyl ether/H2O (35 mL/5 mL) was added Pd(dppf)Cl2 (158 mg, 0.193 mmol) under N2 atmosphere. Then the mixture was heated to 80° C. for 3 hours. After aqueous workup with EtOAc extraction, the resulting crude product was purified by silica gel column (PE/EtOAc=15/1 to 3/1) to give the product (500 mg, yield 19%) as a yellow solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09315462B2
Quelldatensatzuspto-grants-2016_04
ORD IDord-5d543e3dde924870b5a52c5ca8c17018
Quellennotizuspto-grants-2016_04