Chlorine → HCID 178474223, compound

HRID 2053767Notes

Reaction equation

HRID 2053767 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[N:11]([CH:15]1[CH2:18][CH2:17][CH2:16]1)[C:12](=[O:14])[CH3:13])[C:5]([OH:7])=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.[Cl:50][C:51]1[CH:62]=[CH:61][C:54]2[N:55]=[C:56]([CH:58]([NH2:60])[CH3:59])[NH:57][C:53]=2[CH:52]=1.ClCl>O1CCCC1.C(Cl)Cl.C(O)C>[Cl:50][C:51]1[CH:62]=[CH:61][C:54]2[NH:55][C:56]([CH:58]([NH:60][C:5](=[O:7])[C:4]3[CH:8]=[CH:9][C:10]([N:11]([CH:15]4[CH2:18][CH2:17][CH2:16]4)[C:12](=[O:14])[CH3:13])=[C:2]([CH3:1])[CH:3]=3)[CH3:59])=[N:57][C:53]=2[CH:52]=1

Participants

8

Reactant 5

HCID 24526ChlorineHCID 81531DiisopropylethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 242525581-(5-chloro-1H-1,3-benzodiazol-2-yl)ethan-1-amineHCID 693153603-methyl-4-(N-cyclobutyl-N-acetylamino)benzoic acid

Product 1

HCID 178474223HCID 178474223, compound

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 21584144Dichloromethane ethanolSolvent

Procedure

Prepared analogously to Example 1g from 3-methyl-4-(N-cyclobutyl-N-acetylamino)benzoic acid, TBTU, diisopropylethylamine, and 1-(5-chlorobenzimidazol-2-yl)ethylamine in tetrahydrofuran. Yield: quantitative; Rf value: 0.50 (silica gel; methylene chloride/ethanol=9:1); C23H25ClN4O2 (424.93); mass spectrum: (M+H)+=425/427 (chlorine isotope).

Sources & evidence

ORD record
ord-2b895167d1584ff3937cacf2f5cab69c
Source dataset
uspto-grants-2008_02
Patent number
US07326791B2

Reaction notes

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