4-Methoxy-3-(trifluoromethyl)benzyl bromide → 1-(4-methoxyphenyl)-6-[5-[[4-methoxy-3-(trifluoromethyl)benzyl]thio]-1,3,4-oxadiazol-2-yl]-1H-benzimidazole

HRID 452737Notes

Reaction equation

HRID 452737 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.[CH3:24][O:25][C:26]1[CH:33]=[CH:32][C:29]([CH2:30]Br)=[CH:28][C:27]=1[C:34]([F:37])([F:36])[F:35]>>[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]([S:23][CH2:30][C:29]5[CH:32]=[CH:33][C:26]([O:25][CH3:24])=[C:27]([C:34]([F:35])([F:36])[F:37])[CH:28]=5)=[N:20][N:19]=4)[CH:16]=[CH:17][C:12]=3[N:11]=[CH:10]2)=[CH:5][CH:4]=1

Participants

3

Reactant 2

HCID 27753024-Methoxy-3-(trifluoromethyl)benzyl bromideHCID 178492021HCID 178492021, compound

Product 1

HCID 445905361-(4-methoxyphenyl)-6-[5-[[4-methoxy-3-(trifluoromethyl)benzyl]thio]-1,3,4-oxadiazol-2-yl]-1H-benzimidazoleYield 34%

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 4-methoxy-3-(trifluoromethyl)benzyl bromide instead of 3-(trifluoromethyl)benzyl chloride, the title compound (yield 34%) was obtained as colorless crystals.

Sources & evidence

ORD record
ord-3cfeb7883dd94c32a643a1b8933b5508
Source dataset
uspto-grants-2013_07
Patent number
US08492378B2

Reaction notes

Loading…