Chlorine → HCID 178427012, compound

HRID 2054012Notes

Reaction equation

HRID 2054012 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[C:11]([N:13]1[CH2:17][CH:16]=[CH:15][CH2:14]1)=[O:12])[C:5]([OH:7])=O.CN(C(O[N:26]1N=[N:33][C:28]2[CH:29]=[CH:30][CH:31]=[CH:32][C:27]1=2)=[N+](C)C)C.[B-](F)(F)(F)F.C([N:43]([CH:46]([CH3:48])[CH3:47])CC)(C)C.ClC1C=CC2NC(NC[C:59]3C=[CH:62][S:61][CH:60]=3)=NC=2C=1.[Cl:66]Cl>O1CCCC1.ClCCl.C(O)C>[Cl:66][C:31]1[CH:30]=[CH:29][C:28]2[NH:33][C:48]([CH:46]([C:47]3[CH:59]=[CH:60][S:61][CH:62]=3)[NH:43][C:5](=[O:7])[C:4]3[CH:8]=[CH:9][C:10]([C:11]([N:13]4[CH2:17][CH:16]=[CH:15][CH2:14]4)=[O:12])=[C:2]([CH3:1])[CH:3]=3)=[N:26][C:27]=2[CH:32]=1

Participants

8

Reactant 5

HCID 24526ChlorineHCID 81531DiisopropylethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 118586383-Methyl-4-(2,5-dihydropyrrol-1-ylcarbonyl)benzoic acidHCID 178477909HCID 178477909, compound

Product 1

HCID 178427012HCID 178427012, compoundYield 81%

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 21584144Dichloromethane ethanolSolvent

Procedure

Prepared analogously to Example 1g from 3-methyl-4-(2,5-dihydropyrrol-1-ylcarbonyl)benzoic acid, TBTU, diisopropylethylamine, and (5-chloro-1H-benzimidazol-2-yl)thiophen-3-ylmethylamine in tetrahydrofuran. Yield: 81%; Rf value: 0.49 (silica gel: dichloromethane/ethanol=9:1); C25H21ClN4O2 (476.986); mass spectrum: (M+H)+=477/479 (chlorine isotope).

Sources & evidence

ORD record
ord-4ac6d27c3b8f47108ffe5dad2b0c42f6
Source dataset
uspto-grants-2008_02
Patent number
US07326791B2

Reaction notes

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