Sodium Iodide → HCID 17830871, Verbindung

HRID 1249988Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1249988
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]([C:12](=[O:22])[C:13]3[CH:18]=[CH:17][C:16]([NH2:19])=[CH:15][C:14]=3[O:20][CH3:21])[CH2:10][CH2:9][CH2:8][CH:7]([CH2:23][C:24]([O:26][CH3:27])=[O:25])[C:6]=2[CH:28]=1.C(=O)([O-])[O-].[Na+].[Na+].[Br-].[Br-].[C:37]1([CH3:44])[C:38]([CH3:43])=[CH:39][CH:40]=[CH:41][CH:42]=1.[I-].[Na+]>C(O)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]([C:12](=[O:22])[C:13]3[CH:18]=[CH:17][C:16]([N:19]4[CH2:43][C:38]5[C:37](=[CH:42][CH:41]=[CH:40][CH:39]=5)[CH2:44]4)=[CH:15][C:14]=3[O:20][CH3:21])[CH2:10][CH2:9][CH2:8][CH:7]([CH2:23][C:24]([O:26][CH3:27])=[O:25])[C:6]=2[CH:28]=1

Komponenten

6

Edukt 4

HCID 5238Sodium IodideHCID 10340Sodium CarbonateHCID 18001039HCID 18001039, VerbindungHCID 22258337HCID 22258337, Verbindung

Produkt 1

HCID 17830871HCID 17830871, VerbindungAusbeute 9,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
65 °C

Versuchsvorschrift

To a suspension of 7-chloro-5-methoxycarbonylmethyl-1-(2-methoxy-4-aminobenzoyl)-2,3,4,5-tetrahydro-1H-benzazepine (2.6 g) in ethanol (100 ml) are added sodium carbonate (1.5 g), o-xylene dibromide (1.87 g) and sodium iodide (2.42 g), and the mixture is stirred at 60-70° C. for three hours. The mixture is evaporate to remove the solvent, and to the residue is added water, and the mixture is extracted with ethyl acetate. The extract is dried, and evaporate to remove the solvent. The residue is purified by silica gel column chromatography (solvent; ethyl acetate:n-hexane=1:10→1:5) to give 7-chloro-5-methoxycarbonylmethyl-1-[2-methoxy-4-(2-isoindolinyl)benzoyl]-2,3,4,5-tetrahydro-1H-benzazepine (0.32 g) as colorless amorphous.

Aufarbeitung

  1. customThe mixture is evaporate
  2. customto remove the solvent
  3. additionto the residue is added water
  4. extractionthe mixture is extracted with ethyl acetate
  5. customThe extract is dried
  6. customevaporate
  7. customto remove the solvent
  8. customThe residue is purified by silica gel column chromatography (solvent; ethyl acetate:n-hexane=1:10→1:5)

Quellen und Nachweise

ORD-Eintrag
ord-6e67d07539204826931359aa4614729c
Quelldatensatz
uspto-grants-2002_01
Patentnummer
US06335327B1

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