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

HRID 56649Notes

Reaction equation

HRID 56649 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4]C(C#N)=[C:6]([C:8]2[CH:13]=[CH:12][N:11]([CH:14]([CH3:22])[C:15]([O:17]C(C)(C)C)=[O:16])[C:10](=[O:23])[CH:9]=2)[CH:7]=1.[C:26](O)([C:28]([F:31])([F:30])[F:29])=O>>[Cl:1][C:2]1[CH:3]=[CH:4][C:26]([C:28]([F:31])([F:30])[F:29])=[C:6]([C:8]2[CH:13]=[CH:12][N:11]([CH:14]([CH3:22])[C:15]([OH:17])=[O:16])[C:10](=[O:23])[CH:9]=2)[CH:7]=1

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 117622808tert-Butyl 2-[4-(5-chloro-2-cyanophenyl)-2-oxopyridin-1(2H)-yl]propanoate

Product 1

HCID 1176227502-{4-[5-Chloro-2-(trifluoromethyl)phenyl]-2-oxopyridin-1(2H)-yl}propanoic acid

Procedure

2.3 g (purity 91%, 5.2 mmol) of tert-butyl 2-[4-(5-chloro-2-cyanophenyl)-2-oxopyridin-1(2H)-yl]propanoate (racemate) were hydrolysed with TFA according to General Method 6A. Yield: 2.6 g (purity 93%, quant.)

Sources & evidence

ORD record
ord-724d574c36c0418298f1dda70496eb5f
Source dataset
uspto-grants-2016_09
Patent number
US09434690B2

Reaction notes

Loading…