N-bromobutanimide → 3-Bromo-2-(4-fluorophenyl)imidazo[1,2-a]pyrazine

HRID 2233077Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2233077
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]=[C:10]3[CH:15]=[N:14][CH:13]=[CH:12][N:11]3[CH:16]=2)=[CH:4][CH:3]=1.[Br:17]N1C(=O)CCC1=O>C(Cl)Cl>[Br:17][C:16]1[N:11]2[CH:12]=[CH:13][N:14]=[CH:15][C:10]2=[N:9][C:8]=1[C:5]1[CH:4]=[CH:3][C:2]([F:1])=[CH:7][CH:6]=1

Komponenten

4

Edukt 2

HCID 67184N-bromobutanimideHCID 32311372-(4-Fluorophenyl)imidazo[1,2-a]pyrazine

Produkt 1

HCID 498448783-Bromo-2-(4-fluorophenyl)imidazo[1,2-a]pyrazine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of 2-(4-fluorophenyl)imidazo[1,2-a]pyrazine (Preparation #2, 0.176 g, 0.783 mmol) in DCM (3 mL) was added N-bromosuccinimide (0.153 g, 0.862 mmol) dropwise. After about 20 minutes, the mixture was concentrated under reduced pressure and purified by flash silica gel chromatography using EtOAc as the eluent to yield the title compound (0.130 g, 54%>: LC/MS (Table 1, Method a) Rt=2.0 min; MS m/z: 294.2 (M+H)+.

Aufarbeitung

  1. concentrationthe mixture was concentrated under reduced pressure
  2. custompurified by flash silica gel chromatography

Quellen und Nachweise

ORD-Eintrag
ord-53fd89d613044b3ea6bca610ac9040f4
Quelldatensatz
uspto-grants-2010_05
Patentnummer
US07709468B2

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