Chlorosuccinimide → 8-Chloropyrrolo[1,2-a]pyrazine

HRID 233458

Reaktionsgleichung

Reaktionsgleichung von HRID 233458
[CH:1]1[C:2]2[N:3]([CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:5][N:6]=1.[Cl:10]N1C(=O)CCC1=O>CS(C)=O.C(OCC)(=O)C>[Cl:10][C:7]1[N:3]2[CH:4]=[CH:5][N:6]=[CH:1][C:2]2=[CH:9][CH:8]=1.[Cl:10][C:9]1[CH:8]=[CH:7][N:3]2[CH:4]=[CH:5][N:6]=[CH:1][C:2]=12

Komponenten

6

Edukt 2

HCID 31398ChlorosuccinimideHCID 11018843Pyrrolo(1,2-a)pyrazine

Produkt 2

HCID 233564928-Chloropyrrolo[1,2-a]pyrazineHCID 233565026-Chloropyrrolo[1,2-a]pyrazine

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 679Dimethyl SulfoxideLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

3.6 g of pyrrolo[1,2-a]pyrazine prepared in Preparation Example 1 was dissolved in a mixture of 20 ml of dimethyl sulfoxide and 20 ml of ethyl acetate; and 4.8 g of N-chloro succinimide was added thereto. The reaction mixture was stirred at 60° C. for 6 hours, poured into ice-water, extracted with ethyl acetate(100 ml×3), and then concentrated under a reduced pressure. The residue was chromatographed over silica gel to obtain 0.6 g of 6-chloropyrrolo[1,2-a]pyrazine and 0.4 g of 8-chloropyrrolo[1,2-a]pyrazine, respectively.

Aufarbeitung

  1. extractionextracted with ethyl acetate(100 ml×3)
  2. concentrationconcentrated under a reduced pressure
  3. customThe residue was chromatographed over silica gel

Quellen und Nachweise

ORD-Eintrag
ord-e4f7ae7261f3414aa39709712b7cdd51
Quelldatensatz
uspto-grants-1997_01
Patentnummer
US05593984

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