Trifluoroacetic acid → HCID 178503698, compound

HRID 2053838Notes

Reaction equation

HRID 2053838 reaction equation
[Cl:1][C:2]1[CH:41]=[CH:40][C:5]2[NH:6][C:7]([C@@H:9]([NH:14][C:15](=[O:39])[C:16]3[CH:21]=[CH:20][C:19]([C:22]([N:24]4[CH2:28][CH2:27][CH2:26][C@H:25]4[CH2:29][NH:30]C(OC(C)(C)C)=O)=[O:23])=[C:18]([Cl:38])[CH:17]=3)[CH2:10][CH2:11][S:12][CH3:13])=[N:8][C:4]=2[CH:3]=1.FC(F)(F)C(O)=O.ClCCl.CO.N.ClCl>>[Cl:1][C:2]1[CH:41]=[CH:40][C:5]2[NH:6][C:7]([C@@H:9]([NH:14][C:15](=[O:39])[C:16]3[CH:21]=[CH:20][C:19]([C:22]([N:24]4[CH2:28][CH2:27][CH2:26][C@H:25]4[CH2:29][NH2:30])=[O:23])=[C:18]([Cl:38])[CH:17]=3)[CH2:10][CH2:11][S:12][CH3:13])=[N:8][C:4]=2[CH:3]=1

Participants

5

Reactant 4

HCID 6422Trifluoroacetic acidHCID 24526ChlorineHCID 21584172Ammonia methanol dichloromethaneHCID 178503699HCID 178503699, compound

Product 1

HCID 178503698HCID 178503698, compoundYield 81%

Procedure

Prepared analogously to Example 17 from N-[(1S)-1-(5-chloro-1H-benzimidazol-2-yl)-3-methylsulfanylpropyl]-3-chloro-4-[(2S)-2-(N-tert-butoxycarbonylaminomethyl)pyrrolidin-1-ylcarbonyl]benzamide and trifluoroacetic acid. Yield: 81%; Rf value: 0.18 (silica gel; dichloromethane/methanol/ammonia=9:1:0.1); C24H27Cl2N5O2S (520.48); mass spectrum: (M+H)-=520/522/524 (chlorine isotope).

Sources & evidence

ORD record
ord-15b6a4f45d0e4382a1ef3982632973de
Source dataset
uspto-grants-2008_02
Patent number
US07326791B2

Reaction notes

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