Methylamine → Ammonia

HRID 586707Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 586707
[CH3:1][NH2:2].[CH2:3]([N:10]1[CH2:19][CH2:18][C:17]2[N:16]=[C:15](Cl)[CH:14]=[CH:13][C:12]=2[CH2:11]1)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1>CO>[NH3:10].[CH2:3]([N:10]1[CH2:19][CH2:18][C:17]2[N:16]=[C:15]([NH:2][CH3:1])[CH:14]=[CH:13][C:12]=2[CH2:11]1)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1

Komponenten

5

Edukt 2

HCID 6329MethylamineHCID 162287476-Benzyl-2-chloro-5,6,7,8-tetrahydro-1,6-naphthyridine

Produkt 2

HCID 222AmmoniaHCID 22335272HCID 22335272, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
140 °C

Versuchsvorschrift

Liquid methylamine (20 mL) was added to a cooled (−70° C.) solution of 6-benzyl-2-chloro-5,6,7,8-tetrahydro[1,6]naphthyridine (WO 9830560) (5.5 g, 21.25 mmol) in methanol (30 mL). The mixture was heated to 140° C. in a sealed vessel for 72 hours, then cooled. The reaction mixture was evaporated under reduced pressure and the residual brown oil purified by column chromatography on silica gel using an elution gradient of dichloromethane:methanol:0.88 ammonia (97:3:0 to 96:4:0.5) to afford the title compound as a white solid, 2.97 g

Aufarbeitung

  1. temperaturecooled
  2. customThe reaction mixture was evaporated under reduced pressure
  3. customthe residual brown oil purified by column chromatography on silica gel using an elution gradient of dichloromethane

Quellen und Nachweise

ORD-Eintrag
ord-142ee26f74054094ba078c2602f8ef70
Quelldatensatz
uspto-grants-2005_08
Patentnummer
US06936619B2

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