Trifluoroacetic acid → 2-[4-(2-Bromo-5-chlorophenyl)-2-oxopyridin-1(2H)-yl]-3-(pyridin-3-yl)propanoic acid

HRID 56683Notes

Reaction equation

HRID 56683 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([Cl:8])=[CH:4][C:3]=1[C:9]1[CH:14]=[CH:13][N:12]([CH:15]([CH2:23][C:24]2[CH:25]=[N:26][CH:27]=[CH:28][CH:29]=2)[C:16]([O:18]C(C)(C)C)=[O:17])[C:11](=[O:30])[CH:10]=1.C(O)(C(F)(F)F)=O>>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([Cl:8])=[CH:4][C:3]=1[C:9]1[CH:14]=[CH:13][N:12]([CH:15]([CH2:23][C:24]2[CH:25]=[N:26][CH:27]=[CH:28][CH:29]=2)[C:16]([OH:18])=[O:17])[C:11](=[O:30])[CH:10]=1

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 117622702tert-Butyl 2-[4-(2-bromo-5-chlorophenyl)-2-oxopyridin-1(2H)-yl]-3-(pyridin-3-yl)propanoate

Product 1

HCID 1176226982-[4-(2-Bromo-5-chlorophenyl)-2-oxopyridin-1(2H)-yl]-3-(pyridin-3-yl)propanoic acid

Procedure

274 mg (purity 88%, 0.49 mmol) of tert-butyl 2-[4-(2-bromo-5-chlorophenyl)-2-oxopyridin-1(2H)-yl]-3-(pyridin-3-yl)propanoate (racemate) were hydrolysed with TFA according to General Method 6A. Yield: 244 mg (purity 57%, 65% of theory)

Sources & evidence

ORD record
ord-24bd2eaba90047b3add574baefdb5926
Source dataset
uspto-grants-2016_09
Patent number
US09434690B2

Reaction notes

Loading…