Trifluoroacetic acid → HCID 178504881, compound

HRID 2053840Notes

Reaction equation

HRID 2053840 reaction equation
[Cl:1][C:2]1[CH:43]=[CH:42][C:5]2[NH:6][C:7]([C@@H:9]([NH:16][C:17](=[O:41])[C:18]3[CH:23]=[CH:22][C:21]([C:24]([N:26]4[CH2:30][CH2:29][CH2:28][C@H:27]4[CH2:31][NH:32]C(OC(C)(C)C)=O)=[O:25])=[C:20]([Cl:40])[CH:19]=3)[CH2:10][CH2:11][S:12]([CH3:15])(=[O: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:43]=[CH:42][C:5]2[NH:6][C:7]([C@@H:9]([NH:16][C:17](=[O:41])[C:18]3[CH:23]=[CH:22][C:21]([C:24]([N:26]4[CH2:30][CH2:29][CH2:28][C@H:27]4[CH2:31][NH2:32])=[O:25])=[C:20]([Cl:40])[CH:19]=3)[CH2:10][CH2:11][S:12]([CH3:15])(=[O:13])=[O:14])=[N:8][C:4]=2[CH:3]=1

Participants

5

Reactant 4

HCID 6422Trifluoroacetic acidHCID 24526ChlorineHCID 21584172Ammonia methanol dichloromethaneHCID 178453652HCID 178453652, compound

Product 1

HCID 178504881HCID 178504881, compound

Procedure

Prepared analogously to Example 17 from N-[(1S)-1-(5-chloro-1H-benzimidazol-2-yl)-3-methylsulfonylpropyl]-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); C24H27Cl2N5O4S (552.48); mass spectrum: (M+H)+=552/554/556 (chlorine isotope).

Sources & evidence

ORD record
ord-018193bb76544f88a883cba28495adbf
Source dataset
uspto-grants-2008_02
Patent number
US07326791B2

Reaction notes

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