Chlorine → HCID 178432303, compound

HRID 2054064Notes

Reaction equation

HRID 2054064 reaction equation
[CH3:1][C:2]1[N:6]([C:7]2[CH:15]=[CH:14][C:10]([C:11](O)=[O:12])=[CH:9][C:8]=2[C:16]([F:19])([F:18])[F:17])[C:5]2[CH2:20][CH2:21][CH2:22][CH2:23][C:4]=2[N:3]=1.C(N(C(C)C)CC)(C)C.[Cl:33][C:34]1[CH:45]=[CH:44][C:37]2[NH:38][C:39]([C@@H:41]([NH2:43])[CH3:42])=[N:40][C:36]=2[CH:35]=1.ClCl>CN(C)C=O>[Cl:33][C:34]1[CH:45]=[CH:44][C:37]2[NH:38][C:39]([C@@H:41]([NH:43][C:11](=[O:12])[C:10]3[CH:14]=[CH:15][C:7]([N:6]4[C:5]5[CH2:20][CH2:21][CH2:22][CH2:23][C:4]=5[N:3]=[C:2]4[CH3:1])=[C:8]([C:16]([F:18])([F:19])[F:17])[CH:9]=3)[CH3:42])=[N:40][C:36]=2[CH:35]=1

Participants

6

Reactant 4

HCID 24526ChlorineHCID 81531DiisopropylethylamineHCID 42034613(S)-1-(5-chloro-1H-benzimidazol-2-yl)ethylamineHCID 693154234-(2-Methyl-4,5,6,7-tetrahydrobenzimidazol-1-yl)-3-trifluoromethylbenzoic acid

Product 1

HCID 178432303HCID 178432303, compoundYield 45%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Prepared analogously to Example 1d from 4-(2-methyl-4,5,6,7-tetrahydrobenzimidazol-1-yl)-3-trifluoromethylbenzoic acid, PFTU, diisopropylethylamine, and (1S)-1-(5-chloro-1H-benzimidazol-2-yl)ethylamine in dimethylformamide. Yield: 45%; C25H23ClF3N5O (501.938); mass spectrum: (M−H)−=500/502 (chlorine isotope).

Sources & evidence

ORD record
ord-f7209d8b465d49c49e6558d3a1895c22
Source dataset
uspto-grants-2008_02
Patent number
US07326791B2

Reaction notes

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