Trifluoroacetic acid → 2-[4-(5-Chloro-2-cyanophenyl)-5-fluoro-2-oxopyridin-1(2H)-yl]propanoic acid

HRID 56694Notes

Reaction equation

HRID 56694 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:25]#[N:26])=[C:6]([C:8]2[C:13]([F:14])=[CH:12][N:11]([CH:15]([CH3:23])[C:16]([O:18]C(C)(C)C)=[O:17])[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[C:13]([F:14])=[CH:12][N:11]([CH:15]([CH3:23])[C:16]([OH:18])=[O:17])[C:10](=[O:24])[CH:9]=2)[CH:7]=1

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 117622824tert-Butyl 2-[4-(5-chloro-2-cyanophenyl)-5-fluoro-2-oxopyridin-1(2H)-yl]propanoate

Product 1

HCID 1176227072-[4-(5-Chloro-2-cyanophenyl)-5-fluoro-2-oxopyridin-1(2H)-yl]propanoic acid

Procedure

46 mg (0.12 mmol) of tert-butyl 2-[4-(5-chloro-2-cyanophenyl)-5-fluoro-2-oxopyridin-1(2H)-yl]propanoate (racemate) were hydrolysed with TFA according to General Method 6A. Yield: 54 mg (purity 90%, quant.)

Sources & evidence

ORD record
ord-c785996dc82d4b579ed4386eeccb40df
Source dataset
uspto-grants-2016_09
Patent number
US09434690B2

Reaction notes

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