2-Chloro-6-fluorobenzyl bromide → 2-(2-chloro-6-fluorobenzylthio)-5-(2-(3,4-dimethoxyphenyl)propan-2-yl)-1-(4-fluorophenyl)-1H-imidazole

HRID 1627245Notes

Reaction equation

HRID 1627245 reaction equation
[Cl:1][C:2]1[CH:9]=[CH:8][CH:7]=[C:6]([F:10])[C:3]=1[CH2:4]Br.[CH3:11][O:12][C:13]1[CH:14]=[C:15]([C:21]([C:24]2[N:28]([C:29]3[CH:34]=[CH:33][C:32]([F:35])=[CH:31][CH:30]=3)[C:27](=[S:36])[NH:26][CH:25]=2)([CH3:23])[CH3:22])[CH:16]=[CH:17][C:18]=1[O:19][CH3:20]>>[Cl:1][C:2]1[CH:9]=[CH:8][CH:7]=[C:6]([F:10])[C:3]=1[CH2:4][S:36][C:27]1[N:28]([C:29]2[CH:30]=[CH:31][C:32]([F:35])=[CH:33][CH:34]=2)[C:24]([C:21]([C:15]2[CH:16]=[CH:17][C:18]([O:19][CH3:20])=[C:13]([O:12][CH3:11])[CH:14]=2)([CH3:23])[CH3:22])=[CH:25][N:26]=1

Participants

3

Reactant 2

HCID 27736252-Chloro-6-fluorobenzyl bromideHCID 68089238HCID 68089238, compound

Product 1

HCID 667399802-(2-chloro-6-fluorobenzylthio)-5-(2-(3,4-dimethoxyphenyl)propan-2-yl)-1-(4-fluorophenyl)-1H-imidazole

Procedure

In a manner similar to that described for Example 1, the title compound was prepared from 2-chloro-6-fluorobenzyl bromide and 5-(2-(3,4-dimethoxyphenyl)propan-2-yl)-1-(4-fluorophenyl)-1H-imidazole-2(3H)-thione. 1H NMR (400 MHz, CDCl3) δ 7.22 (s, 1H), 7.17-7.10 (m, 2H), 6.92-6.88 (m, 1H), 6.75-6.71 (m, 2H), 6.65 (d, 1H), 6.52 (d, 1H), 6.47 (dd, 1H), 6.34 (m, 2H), 4.24 (s, 2H), 3.87 (s, 3H), 3.77 (s, 3H), 1.49 (s, 6H); MS (EI) m/z 515 (MH+).

Sources & evidence

ORD record
ord-0dd9840cc5a241479dcf455b8b84f659
Source dataset
uspto-grants-2014_07
Patent number
US08785488B2

Reaction notes

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