反応 #79193

ord-6b5e8b86574d440489da0de69a6b44d0

反応方程式

Cc1cccc2[nH]c(/C=C/c3ccccc3)nc12
(E)-4-methyl-2-styryl-1H-benzimidazole
Fc1ccccn1
2-fluoropyridine
C(=C\c1nc2ccccc2n1-c1ccccn1)/c1ccccc1
(E)-1-(2-pyridyl)-2-styryl-1H-benzimidazole
Cl
hydrogen chloride
Cc1cccc2c1nc(/C=C/c1ccccc1)n2-c1ccccn1.Cl
titled compound
Cc1cccc2c1nc(/C=C/c1ccccc1)n2-c1ccccn1.Cl
(E)-4-Methyl-1-(2-pyridyl)-2-styryl-1H-benzimidazole hydrochloride

溶媒

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    濃縮concentrated to dryness
  2. 2
    その他The residue was recrystallized from 2-propanol/isopropyl ether

実験手順

Free base of the titled compound was prepared from (E)-4-methyl-2-styryl-1H-benzimidazole and 2-fluoropyridine according to the preparation of (E)-1-(2-pyridyl)-2-styryl-1H-benzimidazole (Example 1, method B). The free base was treated with a 10% methanol solution of hydrogen chloride and concentrated to dryness. The residue was recrystallized from 2-propanol/isopropyl ether to give the titled compound. MW: 347.85; mp: 218.0-225.0° C.; 1H-NMR (DMSO) δ: 8.85-8.80 (1H, m), 8.45 (1H, d, J=16.1 Hz), 8.27 (1H, ddd, J=7.7,7.7, 1.5 Hz), 7.86 (1H, d, J=7.7 Hz), 7.77 (1H, dd, J=7.7, 4.5 Hz), 7.70-7.65 (2H, m), 7.48-7.42 (3H, m), 7.41-7.33 (3H, m), 7.17 (1H, d, J=16.1 Hz), 2.76 (3H, s).

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US06713482B2uspto-grants-2004_03