2H-pyran-3,5(4H,6H)-dione → methyl 4-(3,4-dibromophenyl)-2-methyl-5-oxo-4,5,6,8-tetrahydro-1H-pyrano[3,4-b]pyridine-3-carboxylate

HRID 478300

Reaktionsgleichung

Reaktionsgleichung von HRID 478300
[O:1]1[CH2:6][C:5](=O)[CH2:4][C:3](=[O:8])[CH2:2]1.[Br:9][C:10]1[CH:11]=[C:12]([CH:15]=[CH:16][C:17]=1[Br:18])[CH:13]=O.[NH2:19]/[C:20](/[CH3:26])=[CH:21]\[C:22]([O:24][CH3:25])=[O:23]>C(O)C>[Br:9][C:10]1[CH:11]=[C:12]([CH:13]2[C:21]([C:22]([O:24][CH3:25])=[O:23])=[C:20]([CH3:26])[NH:19][C:5]3[CH2:6][O:1][CH2:2][C:3](=[O:8])[C:4]2=3)[CH:15]=[CH:16][C:17]=1[Br:18]

Komponenten

5

Edukt 3

HCID 3252872H-pyran-3,5(4H,6H)-dioneHCID 6220533,4-DibromobenzaldehydeHCID 643918Methyl 3-aminocrotonate

Produkt 1

HCID 18001000methyl 4-(3,4-dibromophenyl)-2-methyl-5-oxo-4,5,6,8-tetrahydro-1H-pyrano[3,4-b]pyridine-3-carboxylateAusbeute 65,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

The product from Example 11B (0.17 g, 1.5 mmol), the product from 3,4-dibromobenzaldehyde (0.53 g, 2.0 mmol) and methyl 3-aminocrotonate (0.15 g, 1.3 mmol) in ethanol (8 mL) were heated at 80° C. in a sealed tube for 60 hours and then cooled to ambient temperature. The mixture was filtered and the filter cake was washed with ethanol and dried to provide the title compound (0.39 g).

Aufarbeitung

  1. filtrationThe mixture was filtered
  2. washthe filter cake was washed with ethanol
  3. customdried

Quellen und Nachweise

ORD-Eintrag
ord-08abae15238d4a958673daa9e80be9a5
Quelldatensatz
uspto-grants-2003_11
Patentnummer
US06642222B2

Verknüpfte Notizen

Wird geladen…