Chlorine → HCID 178470751, compound

HRID 2053884Notes

Reaction equation

HRID 2053884 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.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.C(N(C(C)C)CC)(C)C.[CH2:57]([O:59][C:60]([CH2:62][CH:63]1[NH:68][CH2:67][CH2:66][NH:65][C:64]1=[O:69])=[O:61])[CH3:58].ClCl>CN(C=O)C.ClCCl.C(O)C>[Cl:1][C:2]1[CH:10]=[C:9]([CH:8]=[CH:7][C:3]=1[C:4]([N:68]1[CH2:67][CH2:66][NH:65][C:64](=[O:69])[CH:63]1[CH2:62][C:60]([O:59][CH2:57][CH3:58])=[O:61])=[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

8

Reactant 5

HCID 24526ChlorineHCID 81531DiisopropylethylamineHCID 544550Ethyl 2-(3-oxopiperazin-2-yl)acetateHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 178464831HCID 178464831, compound

Product 1

HCID 178470751HCID 178470751, compoundYield 37%

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 21584144Dichloromethane ethanolSolvent

Procedure

Prepared analogously to Example 1g from rac.-2-chloro-4-{N-[1-(5-chloro-1H-benzimidazol-2-yl)ethyl]aminocarbonyl}benzoic acid, TBTU, diisopropylethylamine, and 3-(ethoxycarbo-nylmethyl)piperazin-2-one in DMF. Yield: 37%; Rf value: 0.49 (silica gel; dichloromethane/ethanol=10:1); C25H25Cl2N5O5 (546.41); mass spectrum: (M+H)+=546/548/550 (chlorine isotope).

Sources & evidence

ORD record
ord-93ffa86e78c948cfad978f8fe3d60e19
Source dataset
uspto-grants-2008_02
Patent number
US07326791B2

Reaction notes

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