Trifluoroacetic acid → 2-[4-(2-Butyl-4-chloro-5-formyl-imidazol-1-yl-methyl)-phenyl]-2-cyclopentylacetic acid

HRID 37220Notes

Reaction equation

HRID 37220 reaction equation
[CH2:1]([C:5]1[N:6]([CH2:13][C:14]2[CH:19]=[CH:18][C:17]([CH:20]([CH:28]3[CH2:32][CH2:31][CH2:30][CH2:29]3)[C:21]([O:23]C(C)(C)C)=[O:22])=[CH:16][CH:15]=2)[C:7]([CH:11]=[O:12])=[C:8]([Cl:10])[N:9]=1)[CH2:2][CH2:3][CH3:4].FC(F)(F)C(O)=O>ClCCl>[CH2:1]([C:5]1[N:6]([CH2:13][C:14]2[CH:15]=[CH:16][C:17]([CH:20]([CH:28]3[CH2:29][CH2:30][CH2:31][CH2:32]3)[C:21]([OH:23])=[O:22])=[CH:18][CH:19]=2)[C:7]([CH:11]=[O:12])=[C:8]([Cl:10])[N:9]=1)[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 15225591tert-Butyl 2-[4-(2-butyl-4-chloro-5-formyl-imidazol-1-yl-methyl)phenyl]-2-cyclopentylacetate

Product 1

HCID 152255902-[4-(2-Butyl-4-chloro-5-formyl-imidazol-1-yl-methyl)-phenyl]-2-cyclopentylacetic acid

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

2.3 g (5 mmol) of the compound of Example IV are stirred in 5 ml of dichloromethane and 5 ml of trifluoroacetic acid for 5 hours at 25° C. After concentration, the crude product is chromatographed over silica gel 60 using dichloromethane/methanol (100:5). Yield: 1.8 g (87.6% of theory)

Workup

  1. concentrationAfter concentration
  2. customthe crude product is chromatographed over silica gel 60 using dichloromethane/methanol (100:5)

Sources & evidence

ORD record
ord-68dd6011683e427fae106bee09903191
Source dataset
uspto-grants-1995_05
Patent number
US05420149

Reaction notes

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