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

HRID 56640Notes

Reaction equation

HRID 56640 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:24]#[C:25][Si](C)(C)C)=[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(O)(C(F)(F)F)=O>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:24]#[CH:25])=[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 123454309tert-Butyl 2-[4-{5-chloro-2-[(trimethylsilyl)ethynyl]phenyl}-2-oxopyridin-1(2H)-yl]propanoate

Product 1

HCID 1176228202-[4-(5-Chloro-2-ethynylphenyl)-2-oxopyridin-1(2H)-yl]propanoic acid

Procedure

55 mg (purity 89%, 0.11 mmol) of tert-butyl 2-[4-{5-chloro-2-[(trimethylsilyl)ethynyl]phenyl}-2-oxopyridin-1(2H)-yl]propanoate (racemate) were hydrolysed with TFA according to General Method 6A. Yield: 50 mg (purity 82%, quant.)

Sources & evidence

ORD record
ord-0c7e24ef58e54781b056cc61634e14f9
Source dataset
uspto-grants-2016_09
Patent number
US09434690B2

Reaction notes

Loading…