2-Methoxyethanol → HCID 178479154, Verbindung

HRID 1682087

Reaktionsgleichung

Reaktionsgleichung von HRID 1682087
[NH2:1][C:2]1[N:10]=[C:9]2[C:5]([NH:6][CH:7]=[N:8]2)=[C:4]([Cl:11])[N:3]=1.[CH:12]1([NH2:15])[CH2:14][CH2:13]1.COCCO>CO>[ClH:11].[NH2:1][C:2]1[N:10]=[C:9]2[C:5]([N:6]=[CH:7][NH:8]2)=[C:4]([NH:15][CH:12]2[CH2:14][CH2:13]2)[N:3]=1

Komponenten

5

Edukt 3

HCID 80192-MethoxyethanolHCID 69828CyclopropylamineHCID 53603492-Amino-6-chloropurine

Produkt 1

HCID 178479154HCID 178479154, VerbindungAusbeute 23 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

A solution of 2-amino-6-chloropurine (4.6 g, 27.5 mmole) and cyclopropylamine (12.5 g, 220 mmole 8 equiv) in MeOH (100 ml) was heated at 50° C. for 18 hours. Then 2-methoxyethanol (50 ml) was added, and the reaction was heated at 70° C. for an additional 6 hours. After cooling, a small amount of unreacted starting material was filtered off, and the filtrate was evaporated and purified on a silica gel column eluting with CHCl3 : 5% to 10% MeOH. The product was then recrystallised twice from MeOH and once from EtOH as a hydrochloride salt to give 1.45 g, (23%) of product; m.p. 253°-257° C.,

Aufarbeitung

  1. temperatureAfter cooling
  2. filtrationwas filtered off
  3. customthe filtrate was evaporated
  4. custompurified on a silica gel column
  5. washeluting with CHCl3
  6. customThe product was then recrystallised twice from MeOH and once from EtOH as a hydrochloride salt

Quellen und Nachweise

ORD-Eintrag
ord-717e222a12134755b5f26acc3e14437c
Quelldatensatz
uspto-grants-1992_12
Patentnummer
US05175274

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