Trifluoroacetic acid → 2-[4-(5-Chloro-2-cyanophenyl)-2-oxopyridin-1(2H)-yl]butanoic acid
Reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:25]#[N:26])=[C:6]([C:8]2[CH:13]=[CH:12][N:11]([CH:14]([CH2:22][CH3:23])[C:15]([O:17]C(C)(C)C)=[O:16])[C:10](=[O:24])[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:25]#[N:26])=[C:6]([C:8]2[CH:13]=[CH:12][N:11]([CH:14]([CH2:22][CH3:23])[C:15]([OH:17])=[O:16])[C:10](=[O:24])[CH:9]=2)[CH:7]=1Participants
3
Procedure
543 mg (purity 59%, 0.86 mmol) of tert-butyl 2-[4-(5-chloro-2-cyanophenyl)-2-oxopyridin-1(2H)-yl]butanoate (racemate) were hydrolysed with 20 eq. of TFA according to General Method 6A. Yield: 425 mg (purity 60%, 94% of theory)
Sources & evidence
- ORD record
- ord-135080ae1302460e9ccce345fe5ef5ea
- Source dataset
- uspto-grants-2016_09