Boron tribromide → 2-Chloro-4-fluoroquinolin-6-ol

HRID 1410602Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1410602
[Cl:1][C:2]1[CH:11]=[C:10]([F:12])[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([O:13]C)[CH:8]=2)[N:3]=1.B(Br)(Br)Br>C(Cl)Cl>[Cl:1][C:2]1[CH:11]=[C:10]([F:12])[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([OH:13])[CH:8]=2)[N:3]=1

Komponenten

4

Edukt 2

HCID 25134Boron tribromideHCID 866899352-Chloro-4-fluoro-6-methoxyquinoline

Produkt 1

HCID 866899372-Chloro-4-fluoroquinolin-6-olAusbeute 69 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A mixture solution of 2-chloro-4-fluoro-6-methoxyquinoline (see U.S. 61/391,225 for synthesis) (280 mg, 1.32 mmol) and BBr3 (0.3 mL, 3.2 mmol, 2.64 g/mL) in DCM (5 mL) was stirred at 20° C. for 12 hours. Aqueous workup with DCM extraction gave the crude product, which was purified by silica gel column (PE/EtOAc=50/1) to give product (177 mg, yield 69%) as a white solid.

Aufarbeitung

  1. extractionAqueous workup with DCM extraction
  2. customgave the crude product, which
  3. customwas purified by silica gel column (PE/EtOAc=50/1)

Quellen und Nachweise

ORD-Eintrag
ord-821f30aaeb07402c847d11a47c59febc
Quelldatensatz
uspto-grants-2014_12
Patentnummer
US08921562B2

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