2-Chlorobenzimidazole → HCID 11525259, compound

HRID 1176669Notes

Reaction equation

HRID 1176669 reaction equation
Cl[C:2]1[NH:3][C:4]2[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=2[N:6]=1.[Cl:11][C:12]1[CH:19]=[CH:18][C:15]([CH2:16]Br)=[CH:14][C:13]=1[C:20]([F:23])([F:22])[F:21].[F:24][C:25]1[CH:26]=[C:27]([CH:30]=[CH:31][C:32]=1[F:33])[CH2:28][NH2:29]>>[Cl:11][C:12]1[CH:19]=[CH:18][C:15]([CH2:16][N:6]2[C:5]3[CH:7]=[CH:8][CH:9]=[CH:10][C:4]=3[N:3]=[C:2]2[NH:29][CH2:28][C:27]2[CH:30]=[CH:31][C:32]([F:33])=[C:25]([F:24])[CH:26]=2)=[CH:14][C:13]=1[C:20]([F:23])([F:22])[F:21]

Participants

4

Reactant 3

HCID 785722-ChlorobenzimidazoleHCID 1235723,4-DifluorobenzylamineHCID 27781144-Chloro-3-(trifluoromethyl)benzyl bromide

Product 1

HCID 11525259HCID 11525259, compound

Procedure

The title compound was prepared by Procedure B in two steps from 2-chloro-benzimidazole, 4-chloro-3-trifluoromethylbenzyl bromide and 3,4-difluorobenzylamine. The product was isolated by preparative LCMS to give the title compound as the free base (off-white solid, mp 158-161° C.). MS(ES+) m/z 452 ([M+1]+, 100). 1NMR (DMSO-d6) δ 4.55 (s, 2H), 5.36 (s, 2H), 6.87-6.98 (m, 2H), 7.13-7.37 (m, 6H), 7.50-7.55 (m, 1H), 7.68-7.71 (m, 2H).

Workup

  1. customThe product was isolated by preparative LCMS

Sources & evidence

ORD record
ord-9de1c01e7ae544188c13fbec98d6de79
Source dataset
uspto-grants-2010_11
Patent number
US07842817B2

Reaction notes

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