Chlorine → HCID 178427195, compound

HRID 2053887Notes

Reaction equation

HRID 2053887 reaction equation
[Cl:1][C:2]1[CH:32]=[CH:31][C:5]2[NH:6][C:7]([C@@H:9]([NH:14][C:15](=[O:30])[C:16]3[CH:21]=[CH:20][C:19]([C:22]([N:24]4[CH2:28][CH2:27][CH2:26][CH2:25]4)=[O:23])=[C:18]([CH3:29])[CH:17]=3)[CH2:10][CH2:11][S:12][CH3:13])=[N:8][C:4]=2[CH:3]=1.ClC1C=C(C=CC=1)C(OO)=[O:38].ClCCl.C(O)C.ClCl>ClCCl>[Cl:1][C:2]1[CH:32]=[CH:31][C:5]2[NH:6][C:7]([C@@H:9]([NH:14][C:15](=[O:30])[C:16]3[CH:21]=[CH:20][C:19]([C:22]([N:24]4[CH2:25][CH2:26][CH2:27][CH2:28]4)=[O:23])=[C:18]([CH3:29])[CH:17]=3)[CH2:10][CH2:11][S:12]([CH3:13])=[O:38])=[N:8][C:4]=2[CH:3]=1

Participants

6

Reactant 4

HCID 24526ChlorineHCID 70297m-Chloroperbenzoic acidHCID 21584144Dichloromethane ethanolHCID 178503696HCID 178503696, compound

Product 1

HCID 178427195HCID 178427195, compoundYield 57%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Prepared analogously to Example 85 from N-[(1S)-1-(5-chloro-1H-benzimidazol-2-yl)-3-methylsulfanylpropyl]-3-methyl-4-(pyrrolidin-1-ylcarbonyl)benzamide and 3-chloroperoxybenzoic acid in dichloromethane/glacial acetic acid. Yield: 57%; Rf value: 0.15 (silica gel; dichloromethane/ethanol=9:1); C24H27ClN4O3S (487.02); mass spectrum: (M+H)+=487/489 (chlorine isotope).

Sources & evidence

ORD record
ord-3e0a886a7b4d40f3b4e8de698a0aed22
Source dataset
uspto-grants-2008_02
Patent number
US07326791B2

Reaction notes

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