Trifluoroacetic acid → Trifluoroacetic acid

HRID 1174322Notes

Reaction equation

HRID 1174322 reaction equation
[CH:1]([C:4]1[N:9]=[C:8]([CH2:10][N:11]2[CH2:15][CH2:14][N:13]([C@@H:16]([C:24]([CH3:27])([CH3:26])[CH3:25])[C:17]([O:19]C(C)(C)C)=[O:18])[C:12]2=[O:28])[CH:7]=[CH:6][CH:5]=1)([CH3:3])[CH3:2].[F:29][C:30]([F:35])([F:34])[C:31]([OH:33])=[O:32]>ClCCl>[CH:1]([C:4]1[N:9]=[C:8]([CH2:10][N:11]2[CH2:15][CH2:14][N:13]([C@@H:16]([C:24]([CH3:25])([CH3:27])[CH3:26])[C:17]([OH:19])=[O:18])[C:12]2=[O:28])[CH:7]=[CH:6][CH:5]=1)([CH3:3])[CH3:2].[F:29][C:30]([F:35])([F:34])[C:31]([OH:33])=[O:32]

Participants

5

Reactant 2

HCID 6422Trifluoroacetic acidHCID 42625376HCID 42625376, compound

Product 2

HCID 6422Trifluoroacetic acidYield 52%HCID 42626323HCID 42626323, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
25 °C

Procedure

A solution of the product from Example 117C (0.098 mmol) in dichloromethane (0.5 mL) was treated with trifluoroacetic acid (0.5 mL) and the mixture was stirred for 1 hour at 25° C. The solvent was removed under reduced pressure and the residue was purified by reversed phase chromatography on a C18 column eluting with 5-100% acetonitrile in water (0.1% TFA) to give the title compound as the trifluroacetic acid salt (0.022 g, 52% yield).

Workup

  1. customThe solvent was removed under reduced pressure
  2. customthe residue was purified by reversed phase chromatography on a C18 column
  3. washeluting with 5-100% acetonitrile in water (0.1% TFA)

Sources & evidence

ORD record
ord-afca0cadc0834c2297fa8cebb149694c
Source dataset
uspto-grants-2010_11
Patent number
US07834043B2

Reaction notes

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