Hantzsch ester → HCID 178517028, Verbindung

HRID 928826Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 928826
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[NH:8][C:7](=[O:12])[CH:6]=[C:5]2[OH:13].BrC1C=C2C(=CC=1)N=C(Cl)C(CC1C=CC(C#N)=CC=1)=C2Cl.[F:36][C:37]([F:47])([F:46])[C:38]1[CH:45]=[CH:44][C:41]([CH:42]=O)=[CH:40][N:39]=1.CC1NC(C)=C(C(OCC)=O)CC=1C(OCC)=O>N1C=CC=CC=1.C(O)(C)C>[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]([OH:12])[C:6]([CH2:42][C:41]1[CH:40]=[N:39][C:38]([C:37]([F:47])([F:36])[F:46])=[CH:45][CH:44]=1)=[C:5]2[OH:13]

Komponenten

7

Edukt 4

HCID 70849Hantzsch esterHCID 27777626-(Trifluoromethyl)pyridine-3-carboxaldehydeHCID 546894466-Bromo-4-hydroxyquinolin-2(1H)-oneHCID 867156224-((6-Bromo-2,4-dichloroquinolin-3-yl)methyl)benzonitrile

Produkt 1

HCID 178517028HCID 178517028, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 1049PyridineLösungsmittelHCID 3776IsopropanolLösungsmittel

Versuchsvorschrift

6-Bromo-4-hydroxyquinolin-2(1H)-one (3.2 g, 18.3 mmol, Intermediate 44: step a), 6-(trifluoromethyl)nicotinaldehyde (4.0 g, 16.7 mmol), and diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate (4.2 g, 16.7 mmol), in pyridine (34 mL) were heated to 105° C. for 3 hours. The solution was allowed to cool to ambient temperature, resulting in the formation of solid. Minimal isopropanol was added to the mixture and the slurry was stirred for 1 hour, sonicated, and filtered. The filtered solids were rinsed with isopropanol and dried under continuous air flow to provide the title compound as an off-white solid. Additional product was recrystallized from the filtrate, filtered, and rinsed with isopropanol.

Aufarbeitung

  1. customresulting in the formation of solid
  2. customsonicated
  3. filtrationfiltered
  4. washThe filtered solids were rinsed with isopropanol
  5. customdried under continuous air flow

Quellen und Nachweise

ORD-Eintrag
ord-11015ede2ee94c10a4909aeb12956f56
Quelldatensatz
uspto-grants-2016_03
Patentnummer
US09290476B2

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