Chlorine → HCID 178432304, compound

HRID 2054071Notes

Reaction equation

HRID 2054071 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[N:11]1[C:15]2[CH2:16][CH2:17][CH2:18][CH2:19][C:14]=2[N:13]=[C:12]1[CH3:20])[C:5]([OH:7])=O.C(N(C(C)C)CC)(C)C.[Cl:30][C:31]1[CH:42]=[CH:41][C:34]2[NH:35][C:36]([C@@H:38]([NH2:40])[CH3:39])=[N:37][C:33]=2[CH:32]=1.ClCl>CN(C)C=O>[Cl:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[N:11]1[C:15]2[CH2:16][CH2:17][CH2:18][CH2:19][C:14]=2[N:13]=[C:12]1[CH3:20])[C:5]([NH:40][C@H:38]([C:36]1[NH:35][C:34]2[CH:41]=[CH:42][C:31]([Cl:30])=[CH:32][C:33]=2[N:37]=1)[CH3:39])=[O:7]

Participants

6

Reactant 4

HCID 24526ChlorineHCID 81531DiisopropylethylamineHCID 42034613(S)-1-(5-chloro-1H-benzimidazol-2-yl)ethylamineHCID 69309862HCID 69309862, compound

Product 1

HCID 178432304HCID 178432304, compoundYield 35%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Prepared analogously to Example 1d from 3-chloro-4-(2-methyl-4,5,6,7-tetrahydrobenzimidazol-1-yl)benzoic acid, PFTU, diisopropylethylamine, and (1S)-1-(5-chloro-1H-benzimidazol-2-yl)ethylamine in dimethylformamide. Yield: 35%; C24H23Cl2N5O (468.386); mass spectrum: (M+H)+=466/468/470 (chlorine isotope).

Sources & evidence

ORD record
ord-a42c2b09bf6e4ab2bbd83a9976bd2cb0
Source dataset
uspto-grants-2008_02
Patent number
US07326791B2

Reaction notes

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