Trifluoroacetic acid → HCID 178427168, compound

HRID 2053872Notes

Reaction equation

HRID 2053872 reaction equation
C(OC([NH:8][CH2:9][CH2:10][CH2:11][C@H:12]([NH:23][C:24](=[O:39])[C:25]1[CH:30]=[CH:29][C:28]([C:31]([N:33]2[CH2:37][CH2:36][CH2:35][CH2:34]2)=[O:32])=[C:27]([CH3:38])[CH:26]=1)[C:13]1[NH:17][C:16]2[CH:18]=[CH:19][C:20]([Cl:22])=[CH:21][C:15]=2[N:14]=1)=O)(C)(C)C.FC(F)(F)C(O)=O.ClCl>ClCCl.CO>[NH2:8][CH2:9][CH2:10][CH2:11][C@H:12]([NH:23][C:24](=[O:39])[C:25]1[CH:30]=[CH:29][C:28]([C:31]([N:33]2[CH2:34][CH2:35][CH2:36][CH2:37]2)=[O:32])=[C:27]([CH3:38])[CH:26]=1)[C:13]1[NH:17][C:16]2[CH:18]=[CH:19][C:20]([Cl:22])=[CH:21][C:15]=2[N:14]=1

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 24526Chlorine2×HCID 178427169HCID 178427169, compound

Product 1

HCID 178427168HCID 178427168, compoundYield 54%

Reagents, catalysts & solvents 1

HCID 21226129Dichloromethane methanolSolvent

Procedure

Prepared analogously to Example 17 from (S)—N-[4-(tert-butoxycarbonylamino)-1-(5-chloro-1H-benzimidazol-2-yl)butyl]-3-methyl-4-(pyrrolidin-1-ylcarbonyl)benzamide and trifluoroacetic acid. Yield: 54%; Rf value: 0.21 (silica gel; dichloromethane/methanol=9:1); C24H28ClN5O2 (453.97); mass spectrum: (M+H)+=454/456 (chlorine isotope) and (M−H)-=452/454 (chlorine isotope).

Sources & evidence

ORD record
ord-f1dbbeabe2fc4a06ba1e983100bee602
Source dataset
uspto-grants-2008_02
Patent number
US07326791B2

Reaction notes

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