Trifluoroacetic acid → HCID 178427204, compound

HRID 2053880Notes

Reaction equation

HRID 2053880 reaction equation
C([O:5][C:6]([CH2:8][O:9][CH2:10][C@H:11]([NH:22][C:23](=[O:38])[C:24]1[CH:29]=[CH:28][C:27]([C:30]([N:32]2[CH2:36][CH2:35][CH2:34][CH2:33]2)=[O:31])=[C:26]([CH3:37])[CH:25]=1)[C:12]1[NH:16][C:15]2[CH:17]=[CH:18][C:19]([Cl:21])=[CH:20][C:14]=2[N:13]=1)=[O:7])(C)(C)C.FC(F)(F)C(O)=O.ClCl>ClCCl.CO>[OH:7][C:6]([CH2:8][O:9][CH2:10][C@H:11]([NH:22][C:23](=[O:38])[C:24]1[CH:29]=[CH:28][C:27]([C:30]([N:32]2[CH2:33][CH2:34][CH2:35][CH2:36]2)=[O:31])=[C:26]([CH3:37])[CH:25]=1)[C:12]1[NH:16][C:15]2[CH:17]=[CH:18][C:19]([Cl:21])=[CH:20][C:14]=2[N:13]=1)=[O:5]

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 24526Chlorine2×HCID 178427205HCID 178427205, compound

Product 1

HCID 178427204HCID 178427204, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 21226129Dichloromethane methanolSolvent

Procedure

Prepared analogously to Example 17 from N-[(1R)-2-(tert-butoxycarbonylmethyloxy)-1-(5-chloro-1H-benzimidazol-2-yl)ethyl]-3-methyl-4-(pyrrolidin-1-ylcarbonyl)benzamide and trifluoroacetic acid. Yield: 90%; Rf value: 0.50 (silica gel; dichloromethane/methanol=4:1); C24H25ClN4O5 (484.94); mass spectrum: (M+H)+=485/487 (chlorine isotope) and (M−H)-=483/485 (chlorine isotope).

Sources & evidence

ORD record
ord-54a6f4d789794a4daad898f9b3bd11cc
Source dataset
uspto-grants-2008_02
Patent number
US07326791B2

Reaction notes

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