Methanethiol → Ethyl 2-butyl-1-[[2'-(methoxycarbonyl)-(1,1'-biphenyl)-4-yl]-methyl]-4-(methylthio)-1H-imidazole-5-carboxylate

HRID 2292685

Reaktionsgleichung

Reaktionsgleichung von HRID 2292685
[CH2:1]([C:5]1[NH:6][C:7]([C:12]([O:14][CH2:15][CH3:16])=[O:13])=[C:8]([S:10][CH3:11])[N:9]=1)[CH2:2][CH2:3][CH3:4].CS.Br[CH2:20][C:21]1[CH:26]=[CH:25][C:24]([C:27]2[C:28]([C:33]([O:35][CH3:36])=[O:34])=[CH:29][CH:30]=[CH:31][CH:32]=2)=[CH:23][CH:22]=1>>[CH2:1]([C:5]1[N:6]([CH2:20][C:21]2[CH:26]=[CH:25][C:24]([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=3[C:33]([O:35][CH3:36])=[O:34])=[CH:23][CH:22]=2)[C:7]([C:12]([O:14][CH2:15][CH3:16])=[O:13])=[C:8]([S:10][CH3:11])[N:9]=1)[CH2:2][CH2:3][CH3:4]

Komponenten

4

Edukt 3

HCID 878MethanethiolHCID 9859628Ethyl 2-butyl-5-methylsulfanyl-3H-imidazole-4-carboxylateHCID 11012181Methyl 4'-(bromomethyl)biphenyl-2-carboxylate

Produkt 1

HCID 21479063Ethyl 2-butyl-1-[[2'-(methoxycarbonyl)-(1,1'-biphenyl)-4-yl]-methyl]-4-(methylthio)-1H-imidazole-5-carboxylateAusbeute 69,3 %

Versuchsvorschrift

The operation is carried out as in Example 5, starting with 0.6 g of ethyl 2-butyl-4-(methylthio)-1H-imidazole-5-carboxylate (prepared as indicated in Stages C and D of Preparation 1, replacing the ethanethiol with methanethiol), using 907 mg of methyl 4'-(bromomethyl)-(1,1'-biphenyl)-2-carboxylate. After chromatography on silica (eluant: methylene chloride - ethyl acetate (97-3)), 0.8 g of the desired product is obtained.

Aufarbeitung

  1. customprepared
  2. customas indicated in Stages C and D of Preparation 1

Quellen und Nachweise

ORD-Eintrag
ord-aeb5e32492864283b407ea7d8eb7f72f
Quelldatensatz
uspto-grants-1997_11
Patentnummer
US05684028

Verknüpfte Notizen

Wird geladen…