Trifluoroacetic acid → {5-[(4-Fluoro-benzenesulfonyl)-(3-fluoro-benzyl)-amino]-2-propyl-benzoimidazol-1-yl}-acetic acid

HRID 15561Notes

Reaction equation

HRID 15561 reaction equation
C([O:5][C:6](=[O:39])[CH2:7][N:8]1[C:12]2[CH:13]=[CH:14][C:15]([N:17]([S:26]([C:29]3[CH:34]=[CH:33][C:32]([F:35])=[CH:31][CH:30]=3)(=[O:28])=[O:27])[CH2:18][C:19]3[CH:24]=[CH:23][CH:22]=[C:21]([F:25])[CH:20]=3)=[CH:16][C:11]=2[N:10]=[C:9]1[CH2:36][CH2:37][CH3:38])(C)(C)C.C(O)(C(F)(F)F)=O>>[F:35][C:32]1[CH:33]=[CH:34][C:29]([S:26]([N:17]([CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[C:21]([F:25])[CH:20]=2)[C:15]2[CH:14]=[CH:13][C:12]3[N:8]([CH2:7][C:6]([OH:39])=[O:5])[C:9]([CH2:36][CH2:37][CH3:38])=[N:10][C:11]=3[CH:16]=2)(=[O:27])=[O:28])=[CH:30][CH:31]=1

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 67201144{5-[(4-Fluoro-benzenesulfonyl)-(3-fluoro-benzyl)-amino]-2-propyl-benzoimidazol-1-yl}-acetic acid tert-butyl ester

Product 1

HCID 59342526{5-[(4-Fluoro-benzenesulfonyl)-(3-fluoro-benzyl)-amino]-2-propyl-benzoimidazol-1-yl}-acetic acid

Procedure

{5-[(4-Fluoro-benzenesulfonyl)-(3-fluoro-benzyl)-amino]-2-propyl-benzoimidazol-1-yl}-acetic acid tert-butyl ester was treated with TFA (2 mL) for 2 hours, concentrated, and purified by preparative LCMS to give the title compound. MS calculated for C25H23F2N3O4S—H: 498, observed: 498.

Workup

  1. concentrationconcentrated
  2. custompurified by preparative LCMS

Sources & evidence

ORD record
ord-b25b7e1a3e4f419ab2b3d124d8afb311
Source dataset
uspto-grants-2010_06
Patent number
US07732618B2

Reaction notes

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