Acetyl chloride → 1-(Pyrrolo[1,2-a]pyrazin-8-yl)ethanone

HRID 233460

Reaktionsgleichung

Reaktionsgleichung von HRID 233460
[CH:1]1[C:2]2[N:3]([CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:5][N:6]=1.[Cl-].[Cl-].[Cl-].[Al+3].[C:14](Cl)(=[O:16])[CH3:15].[OH-].[Na+]>ClC(Cl)C>[C:14]([C:7]1[N:3]2[CH:4]=[CH:5][N:6]=[CH:1][C:2]2=[CH:9][CH:8]=1)(=[O:16])[CH3:15].[C:14]([C:9]1[CH:8]=[CH:7][N:3]2[CH:4]=[CH:5][N:6]=[CH:1][C:2]=12)(=[O:16])[CH3:15]

Komponenten

7

Edukt 4

HCID 6367Acetyl chlorideHCID 14798Sodium HydroxideHCID 6451240Aluminum(III) ChlorideHCID 11018843Pyrrolo(1,2-a)pyrazine

Produkt 2

HCID 233564271-(Pyrrolo[1,2-a]pyrazin-8-yl)ethanoneHCID 233564476-Acetylpyrrolo[1,2-a]pyrazine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 63651,1-DichloroethaneLösungsmittel

Versuchsvorschrift

20 g of pyrrolo[1,2-a]pyrazine prepared in Preparation Example 1 was dissolved in 100 ml of dichloroethane; and 30 g of aluminium trichloride and 12 g of acetylchloride were added thereto . The mixture was reacted at 60° C. for 4 hours, cooled to room temperature and then poured into 300 ml of ice-water. The mixture was adjusted to pH 10 with sodium hydroxide, extracted with 500 ml of ethyl acetate and concentrated. The residue was chromatographed over silica gel to obtain 4.5 g of 6-acetylpyrrolo[1,2-a]pyrazine and 4.0 g of 8-acetylpyrrolo-[1,2-a]pyrazine.

Aufarbeitung

  1. customThe mixture was reacted at 60° C. for 4 hours
  2. extractionextracted with 500 ml of ethyl acetate
  3. concentrationconcentrated
  4. customThe residue was chromatographed over silica gel

Quellen und Nachweise

ORD-Eintrag
ord-74acd26fc3664ff6a8339559b1c2b7ea
Quelldatensatz
uspto-grants-1997_01
Patentnummer
US05593984

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