Water → HCID 67401690, Verbindung

HRID 909256

Reaktionsgleichung

Reaktionsgleichung von HRID 909256
[C:1]1([CH:7]2[NH:12][CH2:11][CH2:10][N:9]3[CH:13]=[CH:14][CH:15]=[C:8]23)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:16]([O:18][C:19](=[O:22])[CH2:20]Br)C.C(=O)([O-])[O-].[K+].[K+].O>C(#N)C.CC(=O)OCC>[CH3:16][O:18][C:19](=[O:22])[CH2:20][N:12]1[CH2:11][CH2:10][N:9]2[CH:13]=[CH:14][CH:15]=[C:8]2[CH:7]1[C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Komponenten

7

Edukt 4

HCID 962WaterHCID 7748Ethyl bromoacetateHCID 11430Potassium CarbonateHCID 27709101-phenyl-1H,2H,3H,4H-pyrrolo(1,2-a)pyrazine

Produkt 1

HCID 67401690HCID 67401690, VerbindungAusbeute 102,1 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6342AcetonitrileLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

A mixture of (1.0 g, 5.0 mmol) of 1-phenyl-1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazine, 2-bromoacetic acid ethyl ester (587 μl, 5.3 mmol) and potassium carbonate (1.74 g, 12.6 mmol) in acetonitrile (20 ml) was heated for 2 h under reflux. Water (10 ml) and EA (20 ml) were then added, stirring was carried out for 15 min, and the phases were separated. The organic phase was dried over MgSO4, filtered and concentrated in vacuo. 1.38 g of 2-(1-phenyl-3,4-dihydropyrrolo[1,2-a]pyrazin-2(1H)-yl)acetic acid methyl ester were obtained as residue and used in the next step without further purification.

Aufarbeitung

  1. temperaturewas heated for 2 h
  2. temperatureunder reflux
  3. customthe phases were separated
  4. dry with materialThe organic phase was dried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-1f725b3d923f497e9d14be00706158a9
Quelldatensatz
uspto-grants-2011_09
Patentnummer
US08017772B2

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