HCID 57123045, compound → HCID 70155699, compound

HRID 2187619Notes

Reaction equation

HRID 2187619 reaction equation
[C:1]1([C:7]2[CH:28]=[C:27]([NH:29][CH:30]([C:37]3[CH:42]=[CH:41][C:40]([F:43])=[CH:39][CH:38]=3)[CH2:31][N:32]3[CH:36]=[CH:35][N:34]=[CH:33]3)[CH:26]=[CH:25][C:8]=2[C:9]([NH:11][C@@H:12]([CH2:20][CH2:21][C:22](=[O:24])[NH2:23])[C:13]([O:15]C(C)(C)C)=[O:14])=[O:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>C(O)(C(F)(F)F)=O>[C:1]1([C:7]2[CH:28]=[C:27]([NH:29][CH:30]([C:37]3[CH:42]=[CH:41][C:40]([F:43])=[CH:39][CH:38]=3)[CH2:31][N:32]3[CH:36]=[CH:35][N:34]=[CH:33]3)[CH:26]=[CH:25][C:8]=2[C:9]([NH:11][C@@H:12]([CH2:20][CH2:21][C:22](=[O:24])[NH2:23])[C:13]([OH:15])=[O:14])=[O:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

3

Reactant 1

HCID 57123045HCID 57123045, compound

Product 1

HCID 70155699HCID 70155699, compoundYield 91%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of compound tert-butyl (2S)-2-{2-(4-fluorophenyl)-4-[1-(4-fluorophenyl)-2-(imidazol-1-yl)ethylamino]benzoylamino})-4-carbamoylbutyrate (example 15) (0.09 g; 0.15 mmole) in TFA (3 ml) was stirred at room temperature for 30 minutes. After evaporation to dryness, the residue was purified on reverse phase silica, eluting with methanol/ammonium carbonate buffer (2 g /1, pH 7). The appropriate fractions were concentrated and freeze-dried to give the title compound.

Workup

  1. customAfter evaporation to dryness
  2. customthe residue was purified on reverse phase silica
  3. washeluting with methanol/ammonium carbonate buffer (2 g /1, pH 7)
  4. concentrationThe appropriate fractions were concentrated
  5. customfreeze-dried

Sources & evidence

ORD record
ord-f0f9468e337244d98e107122a9ef1370
Source dataset
uspto-grants-2002_06
Patent number
US06410539B1

Reaction notes

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