N-bromobutanimide → HCID 178419416, Verbindung

HRID 1851302Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1851302
[C:1]1([C:7]2[C:8]([C:16]3[CH:21]=[CH:20][C:19]([CH2:22][N:23]4[CH2:26][CH:25]([C:27]5[N:31]=[C:30]([C:32]6[CH:37]=[CH:36][CH:35]=[CH:34][N:33]=6)[NH:29][N:28]=5)[CH2:24]4)=[CH:18][CH:17]=3)=[N:9][C:10]3[N:11]([CH:13]=[CH:14][N:15]=3)[CH:12]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Br:38]N1C(=O)CCC1=O>C(Cl)(Cl)Cl>[Br:38][C:13]1[N:11]2[CH:12]=[C:7]([C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=3)[C:8]([C:16]3[CH:21]=[CH:20][C:19]([CH2:22][N:23]4[CH2:24][CH:25]([C:27]5[N:31]=[C:30]([C:32]6[CH:37]=[CH:36][CH:35]=[CH:34][N:33]=6)[NH:29][N:28]=5)[CH2:26]4)=[CH:18][CH:17]=3)=[N:9][C:10]2=[N:15][CH:14]=1

Komponenten

4

Edukt 2

HCID 67184N-bromobutanimideHCID 178420104HCID 178420104, Verbindung

Produkt 1

HCID 178419416HCID 178419416, VerbindungAusbeute 11,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel

Versuchsvorschrift

143 mg (0.3 mmol) 6-Phenyl-7-{4-{3-[5-(pyridine-2-yl)-1H-[1,2,4]triazole-3-yl)azetidine-1-ylmethyl]-phenyl}-imidazo[1,2-a]pyrimidine are dissolved in 11.8 mL chloroform. 57.8 mg (0.3 mmol) N-bromosuccinimide are added and the reaction mixture is heated for one hour at reflux. The solvent is evaporated and the residue is purified by chromatography (silicagel, eluents: dichloromethane/methanol). 19.1 mg (10%) pure compound and 75.8 mg (41%) slightly contaminated product are obtained.

Aufarbeitung

  1. temperaturethe reaction mixture is heated for one hour
  2. temperatureat reflux
  3. customThe solvent is evaporated
  4. customthe residue is purified by chromatography (silicagel, eluents: dichloromethane/methanol)

Quellen und Nachweise

ORD-Eintrag
ord-efbce9e9b9434544b4849b4a6ff2c79b
Quelldatensatz
uspto-grants-2015_02
Patentnummer
US08957064B2

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