2-Chlorobenzimidazole → N-[2-Methyl-5-(trifluoromethyl)phenyl]-1H-benzimidazol-2-amine

HRID 2423053Notes

Reaction equation

HRID 2423053 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.[NH2:11][C:12]1[CH:13]=[C:14]([C:19]([F:22])([F:21])[F:20])[CH:15]=[CH:16][C:17]=1[CH3:18]>>[N:6]1[C:5]2[CH:7]=[CH:8][CH:9]=[CH:10][C:4]=2[NH:3][C:2]=1[NH:11][C:12]1[CH:13]=[C:14]([C:19]([F:20])([F:21])[F:22])[CH:15]=[CH:16][C:17]=1[CH3:18]

Participants

3

Reactant 2

HCID 785722-ChlorobenzimidazoleHCID 27359332-Methyl-5-(trifluoromethyl)aniline

Product 1

HCID 15602901N-[2-Methyl-5-(trifluoromethyl)phenyl]-1H-benzimidazol-2-amine

Procedure

The title compound was prepared from 2-chlorobenzimidazole and 3-amino-4-methylbenzotrifluoride by Procedure A. The product was isolated upon basic work-up and purified by preparative LCMS to give the title compound as the free base. 1NMR (DMSO-d6) δ 2.40 (s, 3H), 6.95-7.03 (m, 2H), 7.20-7.25 (m, 1H), 7.31-7.42 (m, 3H), 8.63 (s, 1H), 8.88 (s, 1H), 10.9 (s, 1H). MS(ES+) m/z 292 ([M+1]+, 100).

Workup

  1. customThe product was isolated upon basic work-up
  2. custompurified by preparative LCMS

Sources & evidence

ORD record
ord-89619e88baf14e3fa21427e182e28c4e
Source dataset
uspto-grants-2011_06
Patent number
US07960561B2

Reaction notes

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