2-Fluoropyridine → (E)-5,6-Dimethyl-1-(2-pyridyl)-2-styryl-1H-benzimidazole

HRID 50933

Reaction equation

HRID 50933 reaction equation
[CH3:1][C:2]1[C:18]([CH3:19])=[CH:17][C:5]2[NH:6][C:7]([CH:9]=[CH:10][C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)=[N:8][C:4]=2[CH:3]=1.F[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][N:22]=1.N1C=CC=CC=1N1C2C=CC=CC=2N=C1/C=C/C1C=CC=CC=1>>[CH3:19][C:18]1[C:2]([CH3:1])=[CH:3][C:4]2[N:8]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][N:22]=3)[C:7](/[CH:9]=[CH:10]/[C:11]3[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=3)=[N:6][C:5]=2[CH:17]=1

Participants

4

Reactant 3

HCID 97462-FluoropyridineHCID 37673445,6-dimethyl-2-styryl-1H-benzimidazoleHCID 9796241(E)-1-(2-pyridyl)-2-styryl-1H-benzimidazole

Product 1

HCID 22736746(E)-5,6-Dimethyl-1-(2-pyridyl)-2-styryl-1H-benzimidazole

Procedure

The titled compound was prepared from 5,6dimethyl-2-styryl-1H-benzimidazole and 2-fluoropyridine according to the preparation of (E)-1-(2-pyridyl)-2-styryl-1H-benzimidazole (Example 1, method B). MW: 325.42; mp: 135.8-137.0° C.; 1H-NMR (CDCl3) δ: 8.77 (1H, ddd, J=4.8, 1.8, 0.7 Hz), 7.98 (1H, ddd, J=7.7, 7.7, 1.8 Hz), 7.94 (1H, d, J=16.1 Hz), 7.59 (1H, s) 7.55-7.42 (4H, m), 7.38-7.26 (3H, m), 7.23 (1H, s), 7.12 (1H, d, J=16.1 Hz), 2.39 (3H, s), 2.35 (3H, s).

Sources & evidence

ORD record
ord-b7f9ad9fa36b4e1d8d907fde13bd63a9
Source dataset
uspto-grants-2004_03
Patent number
US06713482B2

Linked notes

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