Chlorine → HCID 178464797, compound

HRID 2053981Notes

Reaction equation

HRID 2053981 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]([OH:6])=O.[CH3:26][CH:27]1[CH2:31][CH2:30][CH:29]([CH3:32])[NH:28]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:28]1[CH:29]([CH3:32])[CH2:30][CH2:31][CH:27]1[CH3:26])=[O:6])[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 960342,5-DimethylpyrrolidineHCID 178464831HCID 178464831, compound

Product 1

HCID 178464797HCID 178464797, 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, 2,5-dimethylpyrrolidine, PFTU, and diisopropylethylamine in DMSO at ambient temperature. HPLC-MS results: retention time: 4.53 minutes; C23H24Cl2N4O2 (459.38); mass spectrum: (N−H)−=458/460/462 (chlorine isotope).

Workup

  1. customHPLC-MS results

Sources & evidence

ORD record
ord-355b4b76a8a147f7a1205b56ad608d52
Source dataset
uspto-grants-2008_02
Patent number
US07326791B2

Reaction notes

Loading…