Trifluoroacetic acid → 4-{[2-{4-[5-Chloro-2-(trifluoromethyl)phenyl]-2-oxopyridin-1(2H)-yl}propanoyl]amino}benzoic acid

HRID 56960Notes

Reaction equation

HRID 56960 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:33]([F:36])([F:35])[F:34])=[C:6]([C:8]2[CH:13]=[CH:12][N:11]([CH:14]([CH3:31])[C:15]([NH:17][C:18]3[CH:30]=[CH:29][C:21]([C:22]([O:24]C(C)(C)C)=[O:23])=[CH:20][CH:19]=3)=[O:16])[C:10](=[O:32])[CH:9]=2)[CH:7]=1.C(O)(C(F)(F)F)=O>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:33]([F:36])([F:34])[F:35])=[C:6]([C:8]2[CH:13]=[CH:12][N:11]([CH:14]([CH3:31])[C:15]([NH:17][C:18]3[CH:30]=[CH:29][C:21]([C:22]([OH:24])=[O:23])=[CH:20][CH:19]=3)=[O:16])[C:10](=[O:32])[CH:9]=2)[CH:7]=1

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 117622747tert-Butyl 4-[(2-{4-[5-chloro-2-(trifluoromethyl)phenyl]-2-oxopyridin-1(2H)-yl}propanoyl)amino]benzoate

Product 1

HCID 1176229344-{[2-{4-[5-Chloro-2-(trifluoromethyl)phenyl]-2-oxopyridin-1(2H)-yl}propanoyl]amino}benzoic acid

Procedure

104 mg (0.20 mmol) of tert-butyl 4-[(2-{4-[5-chloro-2-(trifluoromethyl)phenyl]-2-oxopyridin-1(2H)-yl}propanoyl)amino]benzoate (racemate) (Example 2.11C) were hydrolysed with TFA according to General Method 2. Yield: 67 mg (73% of theory)

Sources & evidence

ORD record
ord-3b6b7a2482a346cdb6ca5a2725f033a4
Source dataset
uspto-grants-2016_09
Patent number
US09434690B2

Reaction notes

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