3-Bromo-4-fluorobenzaldehyde → 5-(3-bromo-4-fluorophenyl)-3,3-dimethyl-5,7,8,9-tetrahydrocyclopenta[b]pyrano[4,3-e]pyridine-4,6(1H,3H)-dione

HRID 478307Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 478307
[NH2:1][C:2]1[CH2:6][CH2:5][C:4](=[O:7])[CH:3]=1.[Br:8][C:9]1[CH:10]=[C:11]([CH:14]=[CH:15][C:16]=1[F:17])[CH:12]=O.[CH3:18][C:19]1([CH3:27])[C:24](=[O:25])[CH2:23][C:22](=O)[CH2:21][O:20]1>>[Br:8][C:9]1[CH:10]=[C:11]([CH:12]2[C:23]3[C:24](=[O:25])[C:19]([CH3:27])([CH3:18])[O:20][CH2:21][C:22]=3[NH:1][C:2]3[CH2:6][CH2:5][C:4](=[O:7])[C:3]2=3)[CH:14]=[CH:15][C:16]=1[F:17]

Komponenten

4

Edukt 3

HCID 1736043-Bromo-4-fluorobenzaldehydeHCID 122914403-Aminocyclopent-2-en-1-oneHCID 140728872,2-dimethyl-2H-pyran-3,5(4H,6H)-dione

Produkt 1

HCID 180009995-(3-bromo-4-fluorophenyl)-3,3-dimethyl-5,7,8,9-tetrahydrocyclopenta[b]pyrano[4,3-e]pyridine-4,6(1H,3H)-dioneAusbeute 54,2 %

Versuchsvorschrift

3-Amino-2-cyclopenten-1-one (Kikani, B. B., Synthesis, (1991), 2,176) (0.099 g, 1.0 mmol), 3-bromo-4-fluorobenzaldehyde (0.21 g, 1.0 mmol) and the product from Example 66C (0.15 g, 1.0 mmol) were processed as described in Example 31 to provide the title compound (0.22 g).

Quellen und Nachweise

ORD-Eintrag
ord-370d177f7f74469e8fb32fe5a43babdb
Quelldatensatz
uspto-grants-2003_11
Patentnummer
US06642222B2

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