Chlorine → HCID 178481038, compound

HRID 2053777Notes

Reaction equation

HRID 2053777 reaction equation
[Cl:1][C:2]1[CH:10]=[C:9]([C:11](=[O:24])[NH:12][CH2:13][C:14]2[NH:15][C:16]3[CH:22]=[C:21]([Cl:23])[CH:20]=[CH:19][C:17]=3[N:18]=2)[CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=O.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.C(N(C(C)C)CC)(C)C.[CH3:56][N:57]1[CH2:62][CH2:61][NH:60][CH2:59][C:58]1=[O:63].ClCl>CN(C)C=O>[Cl:1][C:2]1[CH:10]=[C:9]([CH:8]=[CH:7][C:3]=1[C:4]([N:60]1[CH2:61][CH2:62][N:57]([CH3:56])[C:58](=[O:63])[CH2:59]1)=[O:6])[C:11]([NH:12][CH2:13][C:14]1[NH:18][C:17]2[CH:19]=[CH:20][C:21]([Cl:23])=[CH:22][C:16]=2[N:15]=1)=[O:24]

Participants

7

Reactant 5

HCID 24526ChlorineHCID 81531DiisopropylethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 43990421-Methylpiperazin-2-oneHCID 69309742HCID 69309742, compound

Product 1

HCID 178481038HCID 178481038, compoundYield 8.7%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Prepared analogously to Example 19c from 2-chloro-4-[N-(5-chlorobenzimidazol-2-ylmethyl)carbamoyl]benzoic acid, TBTU, diisopropylethylamine, and N-methylpiperazinone in N,N-dimethylformamide. Yield: 8.7%; C21H19Cl2N5O3 (460.32); mass spectrum: (M+H)+=460/462/464 (chlorine isotope).

Sources & evidence

ORD record
ord-f6189123d5be4e4d9dbec629f560fadf
Source dataset
uspto-grants-2008_02
Patent number
US07326791B2

Reaction notes

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