Chlorine → HCID 178464816, compound

HRID 2054065Notes

Reaction equation

HRID 2054065 reaction equation
[Cl:1][C:2]1[CH:10]=[C:9]([C:11]([NH:13][CH:14]([C:16]2[NH:20][C:19]3[CH:21]=[CH:22][C:23]([Cl:25])=[CH:24][C:18]=3[N:17]=2)[CH3:15])=[O:12])[CH:8]=[CH:7][C:3]=1[C:4](O)=[O:5].C(N(C(C)C)CC)(C)C.[OH:35][C:36]([CH2:38][CH:39]1[NH:44][CH2:43][CH2:42][NH:41][C:40]1=[O:45])=[O:37].ClCl>CN(C)C=O>[Cl:1][C:2]1[CH:10]=[C:9]([CH:8]=[CH:7][C:3]=1[C:4]([N:44]1[CH2:43][CH2:42][NH:41][C:40](=[O:45])[CH:39]1[CH2:38][C:36]([OH:35])=[O:37])=[O:5])[C:11]([NH:13][CH:14]([C:16]1[NH:20][C:19]2[CH:21]=[CH:22][C:23]([Cl:25])=[CH:24][C:18]=2[N:17]=1)[CH3:15])=[O:12]

Participants

6

Reactant 4

HCID 24526ChlorineHCID 81531DiisopropylethylamineHCID 4777784(3-oxopiperazin-2-yl)acetic acidHCID 178464831HCID 178464831, compound

Product 1

HCID 178464816HCID 178464816, compoundYield 32%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Prepared analogously to Example 1d from rac.-2-chloro-4-{N-[1-(5-chloro-1H-benzimidazol-2-yl)ethyl]aminocarbonyl}benzoic acid, PFTU, diisopropylethylamine, and 3-(hydroxycarbonylmethyl)piperazin-2-one in dimethylformamide. Yield: 32%; C23H21Cl2N5O5 (518.355); mass spectrum: (M+H)+=518/520/522 (chlorine isotope).

Sources & evidence

ORD record
ord-49d1801365fc4c5f80700f7ed2a57b87
Source dataset
uspto-grants-2008_02
Patent number
US07326791B2

Reaction notes

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