Water → (3-(5-Chloro(3-pyridyloxy))-1-methylpropyl)methylamine Hemigalactarate

HRID 2305732Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2305732
[Cl:1][C:2]1[CH:3]=[C:4]([O:8][CH2:9][CH2:10][CH:11]([NH:13][CH3:14])[CH3:12])[CH:5]=[N:6][CH:7]=1.[O:15]=[C:16]([OH:28])[C@@H:17]([C@H:19]([C@H:21]([C@@H:23]([C:25]([OH:27])=[O:26])[OH:24])[OH:22])[OH:20])[OH:18].O>C(O)C>[O:15]=[C:16]([OH:28])[C@@H:17]([C@H:19]([C@H:21]([C@@H:23]([C:25]([OH:27])=[O:26])[OH:24])[OH:22])[OH:20])[OH:18].[Cl:1][C:2]1[CH:3]=[C:4]([O:8][CH2:9][CH2:10][CH:11]([NH:13][CH3:14])[CH3:12])[CH:5]=[N:6][CH:7]=1.[Cl:1][C:2]1[CH:3]=[C:4]([O:8][CH2:9][CH2:10][CH:11]([NH:13][CH3:14])[CH3:12])[CH:5]=[N:6][CH:7]=1

Komponenten

5

Edukt 3

HCID 962WaterHCID 3037582Galactaric acidHCID 9942566(3-(5-Chloro(3-pyridyloxy))-1-methylpropyl)methylamine

Produkt 1

HCID 131723464(3-(5-Chloro(3-pyridyloxy))-1-methylpropyl)methylamine Hemigalactarate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

To a solution of (3-(5-chloro(3-pyridyloxy))-1-methylpropyl)-methylamine (0.70 g, 3.27 mmol) in ethanol (20 mL) at 70° C. was added galactaric acid (0.343 g, 1.63 mmol). Water (0.5 mL) was added drop-wise while stirring, producing a clear solution. Some white, insoluble solids were removed by filtration. The filtrate was concentrated to 10 mL and was allowed to cool to ambient temperature. After standing 16 h, the precipitate was filtered, washed with ether (10 mL) and vacuum dried at 45° C. for 24 h to give 0.775 g (74.3%) of a light-beige, amorphous powder, mp 155-157° C. The compound exhibits a Ki of 1601 nM. The compound exhibits neurotransmitter release of 30 percent.

Aufarbeitung

  1. customproducing a clear solution
  2. customSome white, insoluble solids were removed by filtration
  3. concentrationThe filtrate was concentrated to 10 mL
  4. filtrationthe precipitate was filtered
  5. washwashed with ether (10 mL) and vacuum
  6. customdried at 45° C. for 24 h
  7. customto give 0.775 g (74.3%) of a light-beige, amorphous powder, mp 155-157° C

Quellen und Nachweise

ORD-Eintrag
ord-51c8253ab0ba46439686a3b658ddf8e6
Quelldatensatz
uspto-grants-2002_08
Patentnummer
US06441006B2

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