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

HRID 1081756Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1081756
[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-9d36f906bf114ba6a167611aa9178079
Quelldatensatz
uspto-grants-1996_12
Patentnummer
US05587383

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