Cyclopentyl 2-(2,3-dichlorophenylmethylene)-3-oxobutanoate → 5-Cyclopentyl 3-methyl 4-(2,3-dichlorophenyl)-2-(fluoromethyl)-1,4-dihydro-6-methyl-3,5-pyridinedicarboxylate

HRID 1789016Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1789016
[Cl:1][C:2]1[C:7]([Cl:8])=[CH:6][CH:5]=[CH:4][C:3]=1[CH:9]=[C:10]([C:19](=O)[CH3:20])[C:11]([O:13][CH:14]1[CH2:18][CH2:17][CH2:16][CH2:15]1)=[O:12].[NH2:22][C:23]([CH2:29][F:30])=[CH:24][C:25]([O:27][CH3:28])=[O:26]>C(O)(C)(C)C>[Cl:1][C:2]1[C:7]([Cl:8])=[CH:6][CH:5]=[CH:4][C:3]=1[CH:9]1[C:10]([C:11]([O:13][CH:14]2[CH2:18][CH2:17][CH2:16][CH2:15]2)=[O:12])=[C:19]([CH3:20])[NH:22][C:23]([CH2:29][F:30])=[C:24]1[C:25]([O:27][CH3:28])=[O:26]

Komponenten

4

Edukt 2

HCID 54059666Cyclopentyl 2-(2,3-dichlorophenylmethylene)-3-oxobutanoateHCID 73668923Methyl 3-amino-4-fluoro-2-butenoate

Produkt 1

HCID 700905275-Cyclopentyl 3-methyl 4-(2,3-dichlorophenyl)-2-(fluoromethyl)-1,4-dihydro-6-methyl-3,5-pyridinedicarboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6386tert-ButanolLösungsmittel

Versuchsvorschrift

A solution of the product of step (a) (5.1 g, 14.3 mmoles) and methyl 3-amino-4-fluoro-2-butenoate (1.9 g, 14.3 mmoles) in dry tert-butanol (25 ml) was heated to 60° (oil bath temperature) for 108 hours. The solution was allowed to cool to room temperature and the solvent removed in vacuo. Chromatography on silica eluting with dichloromethane afforded the title compound as a yellow oil which crystallises on addition of petroleum ether (60°-80° ) to afford the title compound 1.5 g mp 148°-9°. (Identical with the product of Example 3).

Aufarbeitung

  1. customthe solvent removed in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-a018ff87fe284e27a01f07bd10715329
Quelldatensatz
uspto-grants-1987_08
Patentnummer
US04686217

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