Chlorine → HCID 178473914, compound

HRID 2053991Notes

Reaction equation

HRID 2053991 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:26]([N:29]1[CH2:34][CH2:33][NH:32][CH2:31][CH2:30]1)(=[O:28])[CH3:27].C(N(C(C)C)CC)(C)C.ClCl>CS(C)=O>[C:26]([N:29]1[CH2:34][CH2:33][N:32]([C:4]([C:3]2[CH:7]=[CH:8][C:9]([C:11]([NH:13][CH:14]([C:16]3[NH:20][C:19]4[CH:21]=[CH:22][C:23]([Cl:25])=[CH:24][C:18]=4[N:17]=3)[CH3:15])=[O:12])=[CH:10][C:2]=2[Cl:1])=[O:5])[CH2:31][CH2:30]1)(=[O:28])[CH3:27]

Participants

6

Reactant 4

HCID 24526ChlorineHCID 81531DiisopropylethylamineHCID 837951-AcetylpiperazineHCID 178464831HCID 178464831, compound

Product 1

HCID 178473914HCID 178473914, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

Prepared analogously to Example 1d from rac.-2-chloro-4-{N-[1-(5-chloro-1H-benzimidazol-2-yl)ethyl]aminocarbonyl}benzoic acid, 4-acetylpiperazine, PFTU, and diisopropylethylamine in DMSO at ambient temperature. HPLC-MS results: retention time: 3.99 minutes; C23H23Cl2N5O3 (488.37); mass spectrum: (M−H)−=487/489/491 (chlorine isotope).

Workup

  1. customHPLC-MS results

Sources & evidence

ORD record
ord-7525f956111b4ff4a7a4879c0fe793ad
Source dataset
uspto-grants-2008_02
Patent number
US07326791B2

Reaction notes

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