N-bromobutanimide → 3-Bromo-5-[2-(isopropyloxycarbonylamino)ethylthio]imidazo[1,2-a]pyridine

HRID 5484Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 5484
[CH:1]([O:4][C:5]([NH:7][CH2:8][CH2:9][S:10][C:11]1[N:16]2[CH:17]=[CH:18][N:19]=[C:15]2[CH:14]=[CH:13][CH:12]=1)=[O:6])([CH3:3])[CH3:2].[Br:20]N1C(=O)CCC1=O>C(Cl)(Cl)Cl>[Br:20][C:17]1[N:16]2[C:11]([S:10][CH2:9][CH2:8][NH:7][C:5]([O:4][CH:1]([CH3:3])[CH3:2])=[O:6])=[CH:12][CH:13]=[CH:14][C:15]2=[N:19][CH:18]=1

Komponenten

4

Edukt 2

HCID 67184N-bromobutanimideHCID 233628125-[2-(Isopropyloxycarbonylamino)ethylthio]imidazo[1,2-a]pyridine

Produkt 1

HCID 233628553-Bromo-5-[2-(isopropyloxycarbonylamino)ethylthio]imidazo[1,2-a]pyridineAusbeute 82,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel

Versuchsvorschrift

To a solution of 5-[2-(isopropyloxycarbonylamino)ethylthio]imidazo[1,2-a]pyridine (279 mg, 1 mmole) in chloroform (5 ml) was added N-bromosuccinimide (187 ml, 1.05 mmoles) and the mixture was stirred at room temperature for 1 hour. The reaction solution was washed with water and dried over anhydrous magnesium sulfate. After the solvent was distilled off, the residue was purified by column chromatography (eluent: ethyl acetate) to obtain 296 mg of the desired product (82.7%, colorless solid).

Aufarbeitung

  1. washThe reaction solution was washed with water
  2. dry with materialdried over anhydrous magnesium sulfate
  3. distillationAfter the solvent was distilled off
  4. customthe residue was purified by column chromatography (eluent: ethyl acetate)

Quellen und Nachweise

ORD-Eintrag
ord-af87d36622ea458291f1775ee5fc3fe3
Quelldatensatz
uspto-grants-1993_09
Patentnummer
US05244908

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