Water → 3-Bromo-5-chloropyrazolo(1,5-a)pyrimidine

HRID 538975Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 538975
[Cl:1][C:2]1[CH:7]=[CH:6][N:5]2[N:8]=[CH:9][CH:10]=[C:4]2[N:3]=1.[Br:11]N1C(=O)CCC1=O.O>ClCCl>[Br:11][C:10]1[CH:9]=[N:8][N:5]2[CH:6]=[CH:7][C:2]([Cl:1])=[N:3][C:4]=12

Komponenten

5

Edukt 3

HCID 962WaterHCID 67184N-bromobutanimideHCID 210717595-Chloropyrazolo(1,5-a)pyrimidine

Produkt 1

HCID 454805073-Bromo-5-chloropyrazolo(1,5-a)pyrimidineAusbeute 45 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of 5-chloropyrazolo[1,5-a]pyrimidine (2.30 g, 15.0 mmol) in dichloromethane (100 mL) was added N-bromosuccinimide (2.67 g, 15.0 mmol) and the mixture allowed to stir at ambient temperature for 1 hour. The reaction mixture was poured into water, extracted with dichloromethane, and dried over sodium sulfate. The crude product was purified by column chromatography, eluting with 1% MeOH/dichloromethane and afforded 1.50 g (45%) of 3-bromo-5-chloropyrazolo[1,5-a]pyrimidine as a light yellow solid.

Aufarbeitung

  1. extractionextracted with dichloromethane
  2. dry with materialdried over sodium sulfate
  3. customThe crude product was purified by column chromatography
  4. washeluting with 1% MeOH/dichloromethane

Quellen und Nachweise

ORD-Eintrag
ord-532012a575de48f4a0fc576077b9e059
Quelldatensatz
uspto-grants-2014_10
Patentnummer
US08865726B2

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