Mezacopride → N-(1-Azabicyclo[2.2.2]oct-3-yl)-5-chloro-2-methoxy-4-methylaminobenzamide-N-oxide, hydrochloride

HRID 3763

Reaktionsgleichung

Reaktionsgleichung von HRID 3763
[N:1]12[CH2:8][CH2:7][CH:4]([CH2:5][CH2:6]1)[CH:3]([NH:9][C:10](=[O:22])[C:11]1[CH:16]=[C:15]([Cl:17])[C:14]([NH:18][CH3:19])=[CH:13][C:12]=1[O:20][CH3:21])[CH2:2]2.C([O-])(=O)/C=C/C([O-])=[O:27]>>[ClH:17].[N:1]12[CH2:8][CH2:7][CH:4]([CH2:5][CH2:6]1)[CH:3]([NH+:9]([O-:27])[C:10](=[O:22])[C:11]1[CH:16]=[C:15]([Cl:17])[C:14]([NH:18][CH3:19])=[CH:13][C:12]=1[O:20][CH3:21])[CH2:2]2

Komponenten

3

Edukt 2

HCID 3047745MezacoprideHCID 5460307Fumarate

Produkt 1

HCID 131715440N-(1-Azabicyclo[2.2.2]oct-3-yl)-5-chloro-2-methoxy-4-methylaminobenzamide-N-oxide, hydrochloride

Versuchsvorschrift

N-(1-Azabicyclo[2.2.2]oct-3-yl)-5-chloro-2-methoxy-4-methylaminobenzamide, fumarate [1:1] is converted to the free base by partitioning with aqueous sodium hydroxide and methylene chloride. Using the procedure of Example 1, the free base is reacted with peracetic acid to obtain the N-oxide and finally with hydrogen chloride in isopropanol to give the hydrochloride.

Aufarbeitung

  1. customby partitioning with aqueous sodium hydroxide and methylene chloride
  2. customthe free base is reacted with peracetic acid

Quellen und Nachweise

ORD-Eintrag
ord-bc32b8c0b4ec4edd970f899e38ffb207
Quelldatensatz
uspto-grants-1988_02
Patentnummer
US04722834

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