Thiazolidine → HCID 178464822, compound

HRID 2053841Notes

Reaction equation

HRID 2053841 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](O)=[O:5].CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.C(N(C(C)C)CC)(C)C.[S:57]1[CH2:61][CH2:60][NH:59][CH2:58]1.ClCl>O1CCCC1.ClCCl.C(O)C>[Cl:1][C:2]1[CH:10]=[C:9]([CH:8]=[CH:7][C:3]=1[C:4]([N:59]1[CH2:60][CH2:61][S:57][CH2:58]1)=[O:5])[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 10444ThiazolidineHCID 24526ChlorineHCID 81531DiisopropylethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 178464831HCID 178464831, compound

Product 1

HCID 178464822HCID 178464822, compoundYield 67%

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 21584144Dichloromethane ethanolSolvent

Procedure

Prepared analogously to Example 1g from 2-chloro-4-{N-[1-(5-chloro-1H-benzimidazol-2yl)ethyl]aminocarbonyl}benzoic acid, TBTU, diisopropylethylamine, and thiazolidine in tetrahydrofuran. Yield: 67%; Rf value: 0.50 (silica gel; dichloromethane/ethanol=9:1); C20H18Cl2N4O2S (449.36); mass spectrum: (M+H)+=449/451/453 (chlorine isotope).

Sources & evidence

ORD record
ord-2a25dfcdf1be43c6b78743bd2f683547
Source dataset
uspto-grants-2008_02
Patent number
US07326791B2

Reaction notes

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