Trifluoroacetic acid → HCID 178427181, compound

HRID 2053859Notes

Reaction equation

HRID 2053859 reaction equation
C(OC([N:8]1[C:12]2[CH:13]=[CH:14][C:15]([Cl:17])=[CH:16][C:11]=2[N:10]=[C:9]1[C@@H:18]([NH:24][C:25](=[O:40])[C:26]1[CH:31]=[CH:30][C:29]([C:32]([N:34]2[CH2:38][CH2:37][CH2:36][CH2:35]2)=[O:33])=[C:28]([CH3:39])[CH:27]=1)[CH2:19][CH2:20][C:21]([OH:23])=[O:22])=O)(C)(C)C.FC(F)(F)C(O)=O.ClCl>C(OCC)(=O)C.C(O)C.C(O)(=O)C>[Cl:17][C:15]1[CH:14]=[CH:13][C:12]2[NH:8][C:9]([C@@H:18]([NH:24][C:25](=[O:40])[C:26]3[CH:31]=[CH:30][C:29]([C:32]([N:34]4[CH2:38][CH2:37][CH2:36][CH2:35]4)=[O:33])=[C:28]([CH3:39])[CH:27]=3)[CH2:19][CH2:20][C:21]([OH:23])=[O:22])=[N:10][C:11]=2[CH:16]=1

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 24526ChlorineHCID 69309945HCID 69309945, compound

Product 1

HCID 178427181HCID 178427181, compoundYield 68%

Reagents, catalysts & solvents 1

HCID 21925750HCID 21925750, compoundSolvent

Procedure

Prepared analogously to Example 17 from N-[(1S)-1-(1-tert-butoxycarbonyl-5-chlorobenzimidazol-2-yl)-3-hydroxycarbonylpropyl]-3-methyl-4-(pyrrolidin-1-ylcarbonyl)benzamide and trifluoroacetic acid. Yield: 68%; Rf value: 0.50 (silica gel; ethyl acetate/ethanol/acetic acid=85:15:5); C24H25ClN4O4 (468.94); mass spectrum: (M+H)+=469/471 (chlorine isotope).

Sources & evidence

ORD record
ord-74b9d9283ff0465eb1d252e1049ba6ef
Source dataset
uspto-grants-2008_02
Patent number
US07326791B2

Reaction notes

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