4-Bromo-2-fluoroaniline → 4-(4-Bromo-2-fluoroanilino)-6-methoxy-7-(2-methoxyethoxy)cinnoline

HRID 7469

Reaktionsgleichung

Reaktionsgleichung von HRID 7469
Cl[C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:14][CH2:15][CH2:16][O:17][CH3:18])=[C:9]([O:12][CH3:13])[CH:10]=2)[N:5]=[N:4][CH:3]=1.[Br:19][C:20]1[CH:26]=[CH:25][C:23]([NH2:24])=[C:22]([F:27])[CH:21]=1>CN(C=O)C>[Br:19][C:20]1[CH:26]=[CH:25][C:23]([NH:24][C:2]2[C:11]3[C:6](=[CH:7][C:8]([O:14][CH2:15][CH2:16][O:17][CH3:18])=[C:9]([O:12][CH3:13])[CH:10]=3)[N:5]=[N:4][CH:3]=2)=[C:22]([F:27])[CH:21]=1

Komponenten

4

Edukt 2

HCID 1230504-Bromo-2-fluoroanilineHCID 107070484-Chloro-6-methoxy-7-(2-methoxyethoxy)cinnoline

Produkt 1

HCID 219910414-(4-Bromo-2-fluoroanilino)-6-methoxy-7-(2-methoxyethoxy)cinnoline

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
150 °C

Versuchsvorschrift

A solution of 4-chloro-6-methoxy-7-(2-methoxyethoxy)cinnoline (0.2 g, 0.74 mmol), (prepared as described for the starting material in Example 2), and 4-bromo-2-fluoroaniline (155 mg, 0.82 mmol) in DMF (2.5 ml) was heated at 150° C. for 45 minutes. After cooling to ambient temperature the mixture was treated as described in Example 3 to give 4-(4-bromo-2-fluoroanilino)-6-methoxy-7-(2-methoxyethoxy)cinnoline as the hydrochloride salt (150 mg, 44%).

Aufarbeitung

  1. temperatureAfter cooling to ambient temperature the mixture
  2. additionwas treated

Quellen und Nachweise

ORD-Eintrag
ord-4999a6c79aa54fdc9a81de8483259748
Quelldatensatz
uspto-grants-2006_08
Patentnummer
US07087602B2

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