Hydrochloric Acid → (E)-1-(6-Fluoropyridin-2-yl)-2-styryl-1H-benzimidazole hydrochloride

HRID 50874

Reaktionsgleichung

Reaktionsgleichung von HRID 50874
[CH:1]([C:9]1[NH:13][C:12]2[CH:14]=[CH:15][CH:16]=[CH:17][C:11]=2[N:10]=1)=[CH:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[F:18][C:19]1[CH:24]=[CH:23][CH:22]=[C:21](F)[N:20]=1.N1C=CC=CC=1N1C2C=CC=CC=2N=C1/C=C/C1C=CC=CC=1.[ClH:49]>CCOCC>[ClH:49].[F:18][C:19]1[N:20]=[C:21]([N:13]2[C:12]3[CH:14]=[CH:15][CH:16]=[CH:17][C:11]=3[N:10]=[C:9]2/[CH:1]=[CH:2]/[C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:22]=[CH:23][CH:24]=1

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 739342,6-DifluoropyridineHCID 2429652-(2-Phenylethenyl)-1h-benzimidazoleHCID 9796241(E)-1-(2-pyridyl)-2-styryl-1H-benzimidazole

Produkt 1

HCID 22736651(E)-1-(6-Fluoropyridin-2-yl)-2-styryl-1H-benzimidazole hydrochloride

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel2×

Versuchsvorschrift

Free base of the titled compound was prepared from 2-styryl-1H-benzimidazole and 2,6-difluoropyridine according to the preparation of (E)-1-(2-pyridyl)-2-styryl-1H-benzimidazole (Example 1, method B). The free base was dissolved into diethyl ether and hydrogen chloride gas was passed through the ether solution. Filtration and drying under vacuum yielded the titled compound as pale yellow solids. MW: 351.81; mp: 198.0-205.0° C.; 1H-NMR (DMSO-d6) δ: 8.43 (1H, ddd, J=8.1, 8.1, 8.1 Hz), 8.26 (1H, d, J=16.1 Hz), 7.90-7.80 (2H, m), 7.76-7.69 (2H, m), 7.66-755 (3H, m), 7.54-7.43 (4H, m), 7.28 (1H, d, J=16.1 Hz).

Aufarbeitung

  1. filtrationFiltration
  2. customdrying under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-0bc055b36fde4321966e8386c9ed2cc7
Quelldatensatz
uspto-grants-2004_03
Patentnummer
US06713482B2

Verknüpfte Notizen

Wird geladen…