Chlorine → HCID 178464779, compound

HRID 2053986Notes

Reaction equation

HRID 2053986 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].[CH2:26]([CH:34]1[CH2:38][CH2:37][CH2:36][NH:35]1)[CH2:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1.C(N(C(C)C)CC)(C)C.ClCl>CS(C)=O>[Cl:1][C:2]1[CH:10]=[C:9]([CH:8]=[CH:7][C:3]=1[C:4]([N:35]1[CH2:36][CH2:37][CH2:38][CH:34]1[CH2:26][CH2:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)=[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 37222722-(2-phenylethyl)pyrrolidineHCID 178464831HCID 178464831, compound

Product 1

HCID 178464779HCID 178464779, 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, rac.-2-phenethylpyrrolidine, PFTU, and diisopropylethylamine in DMSO at ambient temperature. HPLC-MS results: retention time: 4.99 minutes; C29H28Cl2N4O2 (535.47); mass spectrum: (M−H)−=535/537 (chlorine isotope).

Workup

  1. customHPLC-MS results

Sources & evidence

ORD record
ord-6e59bb849eef488fb3c60dae61ec37fb
Source dataset
uspto-grants-2008_02
Patent number
US07326791B2

Reaction notes

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