Reaktion #11365

ord-1a9df976ff5240b3a21e1366d2833d10

Reaktionsgleichung

O=C(Br)CBr
bromoacetyl bromide
CCCc1nc(CC)c2c(=O)[nH]c(-c3ccccc3OCC)nn12
compound
CCCc1nc(CC)c2c(=O)[nH]c(-c3ccccc3OCC)nn12
2-(2-Ethoxyphenyl)-5-ethyl-7-propyl-3H-imidazo[5,1-f][1,2,4]triazin-4-one
[Al+3].[Cl-].[Cl-].[Cl-]
AlCl3
CCCc1nc(CC)c2c(=O)[nH]c(-c3cc(C(=O)CBr)ccc3OCC)nn12
2-[5-(2-Bromoacetyl)-2-ethoxyphenyl]-5-ethyl-7-propyl-3H-imidazo[5,1-f][1,2,4]-triazin-4-one

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Temperaturheated
  2. 2
    Temperaturat reflux for 2 h
  3. 3
    Extraktionextraction with CH2Cl2
  4. 4
    Trocknendrying over MgSO4 and concentration under reduced pressure
  5. 5
    Sonstigethe residue was triturated with ether
  6. 6
    SonstigeThis gave 1.33 g (33% pure according to LC-MS) of the desired product which was reacted further without further purification

Vorschrift

A solution, cooled to 0° C., of 1 g (3.1 mmol) of the compound from example 17A in 80 ml of CH2Cl2 was admixed dropwise with 1.2 g (6.1 mmol) of bromoacetyl bromide and a little at a time with 1.2 g (9.1 mmol) of AlCl3. The reaction mixture was warmed to room temperature (30 min.) and then heated at reflux for 2 h and carefully poured into ice-water. Following extraction with CH2Cl2, drying over MgSO4 and concentration under reduced pressure, the residue was triturated with ether. This gave 1.33 g (33% pure according to LC-MS) of the desired product which was reacted further without further purification.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07098207B2uspto-grants-2006_08