Trifluoroacetic acid → HCID 178504635, compound

HRID 2053839Notes

Reaction equation

HRID 2053839 reaction equation
[Cl:1][C:2]1[CH:42]=[CH:41][C:5]2[NH:6][C:7]([C@@H:9]([NH:15][C:16](=[O:40])[C:17]3[CH:22]=[CH:21][C:20]([C:23]([N:25]4[CH2:29][CH2:28][CH2:27][C@H:26]4[CH2:30][NH:31]C(OC(C)(C)C)=O)=[O:24])=[C:19]([Cl:39])[CH:18]=3)[CH2:10][CH2:11][S:12]([CH3:14])=[O: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:42]=[CH:41][C:5]2[NH:6][C:7]([C@@H:9]([NH:15][C:16](=[O:40])[C:17]3[CH:22]=[CH:21][C:20]([C:23]([N:25]4[CH2:29][CH2:28][CH2:27][C@H:26]4[CH2:30][NH2:31])=[O:24])=[C:19]([Cl:39])[CH:18]=3)[CH2:10][CH2:11][S:12]([CH3:14])=[O:13])=[N:8][C:4]=2[CH:3]=1

Participants

5

Reactant 4

HCID 6422Trifluoroacetic acidHCID 24526ChlorineHCID 21584172Ammonia methanol dichloromethaneHCID 178504636HCID 178504636, compound

Product 1

HCID 178504635HCID 178504635, compound

Procedure

Prepared analogously to Example 17 from N-[(1S)-1-(5-chloro-1H-benzimidazol-2-yl)-3-methylsulfinylpropyl]-3-chloro-4-[(2S)-2-(N-tert-butoxycarbonylaminomethyl)pyrrolidin-1-ylcarbonyl]benzamide and trifluoroacetic acid. Yield: quantitative; Rf value: 0.10 (silica gel; dichloromethane/methanol/ammonia=9:1:0.1); C24H27Cl2N5O3S (536.48); mass spectrum: (M+H)+=536/538/540 (chlorine isotope).

Sources & evidence

ORD record
ord-f3a63955442d498393013d2f94aaf4e5
Source dataset
uspto-grants-2008_02
Patent number
US07326791B2

Reaction notes

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