Methyl propiolate → methyl (E)-3-[4,5-bis(4-fluorophenyl)-2-(1-methylethyl)-1H-imidazol-yl]-2-propenoate

HRID 892954

Reaktionsgleichung

Reaktionsgleichung von HRID 892954
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]=[C:10]([CH:20]([CH3:22])[CH3:21])[NH:11][C:12]=2[C:13]2[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=2)=[CH:4][CH:3]=1.[C:23]([O:27][CH3:28])(=[O:26])[C:24]#[CH:25]>>[F:19][C:16]1[CH:17]=[CH:18][C:13]([C:12]2[N:11]=[C:10]([CH:20]([CH3:22])[CH3:21])[N:9](/[CH:25]=[CH:24]/[C:23]([O:27][CH3:28])=[O:26])[C:8]=2[C:5]2[CH:4]=[CH:3][C:2]([F:1])=[CH:7][CH:6]=2)=[CH:14][CH:15]=1

Komponenten

3

Edukt 2

HCID 13536Methyl propiolateHCID 148497764,5-bis(4-fluorophenyl)-2-(1-methylethyl)-1H-imidazole

Produkt 1

HCID 14849778methyl (E)-3-[4,5-bis(4-fluorophenyl)-2-(1-methylethyl)-1H-imidazol-yl]-2-propenoateAusbeute 46,6 %

Versuchsvorschrift

From 4,5-bis(4-fluorophenyl)-2-(1-methylethyl)-1H-imidazole (2.00 g) and methyl propiolate (2.55 g) by the process as described for the preparation of Intermediate (7a) to afford an orange solid which was purified by FCC eluting with System A (3:17) to afford the title compound (1.194 g) as a white solid. λmax (MeOH) 248.4 (22,180) and 300 (inf) nm (ε9410).

Aufarbeitung

  1. customto afford an orange solid which
  2. customwas purified by FCC
  3. washeluting with System A (3:17)

Quellen und Nachweise

ORD-Eintrag
ord-22117a741d364abd9b86c06237b36e6c
Quelldatensatz
uspto-grants-1992_06
Patentnummer
US05120848

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