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

HRID 56978Notes

Reaction equation

[Cl:1][C:2]1[C:3]([C:27]2[CH:32]=[C:31]([Cl:33])[CH:30]=[CH:29][C:28]=2[CH:34]([F:36])[F:35])=[CH:4][C:5](=[O:26])[N:6]([CH:8]([CH3:25])[C:9]([NH:11][C:12]2[CH:24]=[CH:23][C:15]([C:16]([O:18]C(C)(C)C)=[O:17])=[CH:14][CH:13]=2)=[O:10])[CH:7]=1.C(O)(C(F)(F)F)=O>>[Cl:1][C:2]1[C:3]([C:27]2[CH:32]=[C:31]([Cl:33])[CH:30]=[CH:29][C:28]=2[CH:34]([F:36])[F:35])=[CH:4][C:5](=[O:26])[N:6]([CH:8]([CH3:25])[C:9]([NH:11][C:12]2[CH:13]=[CH:14][C:15]([C:16]([OH:18])=[O:17])=[CH:23][CH:24]=2)=[O:10])[CH:7]=1

Participants

Reactant 2

HCID 6422Trifluoroacetic acid

HCID 117622840tert-Butyl 4-[(2-{5-chloro-4-[5-chloro-2-(difluoromethyl)phenyl]-2-oxopyridin-1(2H)-yl}propanoyl)amino]benzoate

Product 1

HCID 862975434-[(2-{5-Chloro-4-[5-chloro-2-(difluoromethyl)phenyl]-2-oxopyridin-1(2H)-yl}propanoyl)amino]benzoic acid

Procedure

79 mg (0.15 mmol) of tert-butyl 4-[(2-{5-chloro-4-[5-chloro-2-(difluoromethyl)phenyl]-2-oxopyridin-1(2H)-yl}propanoyl)amino]benzoate (racemate) (Example 14.1E) were hydrolysed with TFA according to General Method 2. Yield: 54 mg (76% of theory)

Sources & evidence

ORD record: ord-407da15adca7420ab785fc77f240202d
Source dataset: uspto-grants-2016_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09434690B2

Reaction notes

Loading…