3-Methoxypropanoyl chloride → N-[2-Chloro-4-(2-hydroxy-2-methylpropyl)amino-3-quinolinyl]-3-methoxypropanamide

HRID 396990Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 396990
[CH3:1][O:2][CH2:3][CH2:4][C:5](Cl)=[O:6].[NH2:8][C:9]1[C:10]([Cl:25])=[N:11][C:12]2[C:17]([C:18]=1[NH:19][CH2:20][C:21]([CH3:24])([OH:23])[CH3:22])=[CH:16][CH:15]=[CH:14][CH:13]=2>C(#N)C>[Cl:25][C:10]1[C:9]([NH:8][C:5](=[O:6])[CH2:4][CH2:3][O:2][CH3:1])=[C:18]([NH:19][CH2:20][C:21]([OH:23])([CH3:22])[CH3:24])[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[N:11]=1

Komponenten

4

Edukt 2

HCID 27597283-Methoxypropanoyl chlorideHCID 226726541-((3-Amino-2-chloroquinolin-4-yl)amino)-2-methylpropan-2-ol

Produkt 1

HCID 22672655N-[2-Chloro-4-(2-hydroxy-2-methylpropyl)amino-3-quinolinyl]-3-methoxypropanamideAusbeute 92,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

3-Methoxypropionyl chloride (5.5 g, 0.045 mole) was slowly added with stirring to a solution of 1[(3-amino-2-chloro-4-quinolinyl)amino]-2-methyl-2-propanol (10 g, 0.038 mole) in acetonitrile (140 mL). After the addition was completed, the reaction mixture was heated at reflux for 30 minutes then allowed to stir at room temperature overnight. The reaction mixture was filtered to provide 12.4 g of the desired product as a solid.

Aufarbeitung

  1. additionAfter the addition
  2. temperaturethe reaction mixture was heated
  3. temperatureat reflux for 30 minutes
  4. filtrationThe reaction mixture was filtered

Quellen und Nachweise

ORD-Eintrag
ord-4733427d20854cc09c18499234b72b25
Quelldatensatz
uspto-grants-2003_08
Patentnummer
US06608201B2

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