Trifluoroacetic acid → HCID 59342516, compound

HRID 15595

Reaction equation

HRID 15595 reaction equation
C([O:5][C:6](=[O:37])[CH2:7][N:8]1[C:12]2[CH:13]=[CH:14][C:15]([N:17]([CH2:27][C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=3)[C:18](=[O:26])[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[CH2:34][CH2:35][CH3:36])(C)(C)C.C(O)(C(F)(F)F)=O>>[CH2:27]([N:17]([C:18](=[O:26])[C:19]1[CH:24]=[CH:23][CH:22]=[C:21]([F:25])[CH:20]=1)[C:15]1[CH:14]=[CH:13][C:12]2[N:8]([CH2:7][C:6]([OH:37])=[O:5])[C:9]([CH2:34][CH2:35][CH3:36])=[N:10][C:11]=2[CH:16]=1)[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 67201621{5-[Benzyl-(3-fluoro-benzoyl)-amino]-2-propyl-benzoimidazol-1-yl}-acetic acid tert-butyl ester

Product 1

HCID 59342516HCID 59342516, compound

Procedure

{5-[Benzyl-(3-fluoro-benzoyl)-amino]-2-propyl-benzoimidazol-1-yl}-acetic acid tert-butyl ester (0.12 mmol) was treated with TFA (2 mL) for 2 hours, concentrated, and purified by preparative LCMS to give the title compound. 1H NMR (d6-DMSO) δ7.79 (m, 1H), 7.68 (m, 1H), 7.55 (m, 2H), 7.21 (m, 6H), 7.02 (m, 1H), 6.92 (m, 1H), 5.11 (s, 2H), 4.99 (s, 2H), 2.68 (t, 2H), 1.71 (m, 2H), 0.95 (t, 3H). MS calculated for C26H24FN3O3+H: 446, observed: 446.

Workup

  1. concentrationconcentrated
  2. custompurified by preparative LCMS

Sources & evidence

ORD record
ord-bc462ef2e14e4e7f8fd81cd156a4882d
Source dataset
uspto-grants-2010_06
Patent number
US07732618B2

Linked notes

Loading…