Chlorine → HCID 178481038, compound

HRID 2053883Notes

Reaction equation

HRID 2053883 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:19]=[CH:20][C:21]=1[C:22]([OH:24])=O)[C:5]([NH:7][CH2:8][C:9]1[NH:13][C:12]2[CH:14]=[CH:15][C:16]([Cl:18])=[CH:17][C:11]=2[N:10]=1)=[O:6].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=O)C>[Cl:1][C:2]1[CH:3]=[C:4]([CH:19]=[CH:20][C:21]=1[C:22]([N:60]1[CH2:61][CH2:62][N:57]([CH3:56])[C:58](=[O:63])[CH2:59]1)=[O:24])[C:5]([NH:7][CH2:8][C:9]1[NH:13][C:12]2[CH:14]=[CH:15][C:16]([Cl:18])=[CH:17][C:11]=2[N:10]=1)=[O:6]

Participants

7

Reactant 5

HCID 24526ChlorineHCID 81531DiisopropylethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 43990421-Methylpiperazin-2-oneHCID 178523088HCID 178523088, compound

Product 1

HCID 178481038HCID 178481038, compoundYield 9%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Prepared analogously to Example 1g from 3-chloro-N-(5-chloro-1H-benzimidazol-2-ylmethyl)-4-carboxybenzamide, TBTU, diisopropylethylamine, and 1-methylpiperazin-2-one in DMF. Yield: 9%; C21H19C12N5O3 (460.32); mass spectrum: (M+H)+=460/462/464 (chlorine isotope).

Sources & evidence

ORD record
ord-d6ebe200e7944cb8b0223eacb468981f
Source dataset
uspto-grants-2008_02
Patent number
US07326791B2

Reaction notes

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