Chlorine → HCID 178464777, compound

HRID 2053985Notes

Reaction equation

HRID 2053985 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:33]1[CH2:37][CH2:36][CH2:35][NH:34]1)[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1.C(N(C(C)C)CC)(C)C.ClCl>CS(C)=O>[CH2:26]([CH:33]1[CH2:37][CH2:36][CH2:35][N:34]1[C:4]([C:3]1[CH:7]=[CH:8][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:10][C:2]=1[Cl:1])=[O:5])[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1

Participants

6

Reactant 4

HCID 24526ChlorineHCID 81531DiisopropylethylamineHCID 3395562-BenzylpyrrolidineHCID 178464831HCID 178464831, compound

Product 1

HCID 178464777HCID 178464777, 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-benzylpyrrolidine, PFTU, and diisopropylethylamine in DMSO at ambient temperature. HPLC-MS results: retention time: 4.79 minutes; C28H26C12N4O2 (521.45); mass spectrum: (M−H)−=520/522/524 (chlorine isotope).

Workup

  1. customHPLC-MS results

Sources & evidence

ORD record
ord-fcc2cc011ee5499ca3b336f1c93d94ec
Source dataset
uspto-grants-2008_02
Patent number
US07326791B2

Reaction notes

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