3-Fluorobenzyl chloride → 6-[5-[(3-fluorobenzyl)thio]-1,3,4-oxadiazol-2-yl]-1-(4-methoxyphenyl)-1H-benzimidazole

HRID 452738Notes

Reaction equation

HRID 452738 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([N:9]2[C:13]3[CH:14]=[C:15]([C:18]4[O:22][C:21]([SH:23])=[N:20][N:19]=4)[CH:16]=[CH:17][C:12]=3[N:11]=[CH:10]2)=[CH:5][CH:4]=1.[F:24][C:25]1[CH:26]=[C:27]([CH:30]=[CH:31][CH:32]=1)[CH2:28]Cl>>[F:24][C:25]1[CH:26]=[C:27]([CH:30]=[CH:31][CH:32]=1)[CH2:28][S:23][C:21]1[O:22][C:18]([C:15]2[CH:16]=[CH:17][C:12]3[N:11]=[CH:10][N:9]([C:6]4[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[CH:4][CH:5]=4)[C:13]=3[CH:14]=2)=[N:19][N:20]=1

Participants

3

Reactant 2

HCID 99743-Fluorobenzyl chlorideHCID 178492021HCID 178492021, compound

Product 1

HCID 686638336-[5-[(3-fluorobenzyl)thio]-1,3,4-oxadiazol-2-yl]-1-(4-methoxyphenyl)-1H-benzimidazoleYield 26%

Procedure

In the same manner as in Example 1 and using 5-[1-(4-methoxyphenyl)-1H-benzimidazol-6-yl]-1,3,4-oxadiazole-2-thiol instead of 5-(benzothiazol-6-yl)-1,3,4-oxadiazole-2-thiol and 3-fluorobenzyl chloride instead of 3-(trifluoromethyl)benzyl chloride, the title compound (yield 26%) was obtained as colorless crystals.

Sources & evidence

ORD record
ord-9f9017b948d0417db442315aaf97da9d
Source dataset
uspto-grants-2013_07
Patent number
US08492378B2

Reaction notes

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