Chlorine → HCID 178449025, compound

HRID 2053966Notes

Reaction equation

HRID 2053966 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.[CH2:26]([N:30]([CH2:33][CH:34]1[CH2:39][CH2:38][CH2:37][CH2:36][NH:35]1)[CH2:31][CH3:32])[CH2:27][CH2:28][CH3:29].C(N(C(C)C)CC)(C)C.ClCl>CS(C)=O>[CH2:26]([N:30]([CH2:33][CH:34]1[CH2:39][CH2:38][CH2:37][CH2:36][N:35]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:6])[CH2:31][CH3:32])[CH2:27][CH2:28][CH3:29]

Participants

6

Reactant 4

HCID 24526ChlorineHCID 81531DiisopropylethylamineHCID 24702057Rac.-2-(n-butyl-n-ethylaminomethyl)piperidineHCID 178464831HCID 178464831, compound

Product 1

HCID 178449025HCID 178449025, 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-(N-butyl-N-ethylaminomethyl)piperidine, PFTU, and diisopropylethylamine in DMSO at ambient temperature. HPLC-MS results: retention time: 4.23 minutes; C29H37Cl2N5O2 (558.55); mass spectrum: (M−H)−=558/560 (chlorine isotope).

Workup

  1. customHPLC-MS results

Sources & evidence

ORD record
ord-b782420675a24899b429873d372fbf07
Source dataset
uspto-grants-2008_02
Patent number
US07326791B2

Reaction notes

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