Trifluoroacetic acid → HCID 59342528, compound

HRID 15583Notes

Reaction equation

HRID 15583 reaction equation
C([O:5][C:6](=[O:34])[CH2:7][N:8]1[C:12]2[CH:13]=[CH:14][C:15]([N:17]([CH2:24][C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)[C:18](=[O:23])[CH2:19][CH:20]([CH3:22])[CH3:21])=[CH:16][C:11]=2[N:10]=[C:9]1[CH2:31][CH2:32][CH3:33])(C)(C)C.C(O)(C(F)(F)F)=O>>[CH2:24]([N:17]([C:18](=[O:23])[CH2:19][CH:20]([CH3:22])[CH3:21])[C:15]1[CH:14]=[CH:13][C:12]2[N:8]([CH2:7][C:6]([OH:34])=[O:5])[C:9]([CH2:31][CH2:32][CH3:33])=[N:10][C:11]=2[CH:16]=1)[C:25]1[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=1

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 67200170{5-[Benzyl-(3-methyl-butyryl)-amino]-2-propyl-benzoimidazol-1-yl}-acetic acid tert-butyl ester

Product 1

HCID 59342528HCID 59342528, compound

Procedure

{5-[Benzyl-(3-methyl-butyryl)-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) δ7.48 (d, 1H), 7.21 (m, 6H), 6.92 (m, 1H), 5.08 (s, 2H), 4.89 (s, 2H), 2.72 (t, 2H), 2.00 (m, 3H), 1.71 (m, 2H), 0.99 (t, 3H), 0.79 (m, 6H). MS calculated for C24H29N3O3+H: 408, observed: 408.

Workup

  1. concentrationconcentrated
  2. custompurified by preparative LCMS

Sources & evidence

ORD record
ord-e6da319626d14f84a34f18a106491a97
Source dataset
uspto-grants-2010_06
Patent number
US07732618B2

Reaction notes

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