2-Bromopropionic acid → 2-{4-[5-Chloro-2-(difluoromethoxy)phenyl]-5-methoxy-2-oxopyridin-1(2H)-yl}propanoic acid

HRID 56845Notes

Reaction equation

HRID 56845 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:17][CH:18]([F:20])[F:19])=[C:6]([C:8]2[C:13]([O:14][CH3:15])=[CH:12][NH:11][C:10](=[O:16])[CH:9]=2)[CH:7]=1.Br[CH:22]([CH3:26])[C:23]([OH:25])=[O:24]>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:17][CH:18]([F:20])[F:19])=[C:6]([C:8]2[C:13]([O:14][CH3:15])=[CH:12][N:11]([CH:22]([CH3:26])[C:23]([OH:25])=[O:24])[C:10](=[O:16])[CH:9]=2)[CH:7]=1

Participants

3

Reactant 2

HCID 117292-Bromopropionic acidHCID 1176228824-[5-Chloro-2-(difluoromethoxy)phenyl]-5-methoxypyridin-2(1H)-one

Product 1

HCID 1176227032-{4-[5-Chloro-2-(difluoromethoxy)phenyl]-5-methoxy-2-oxopyridin-1(2H)-yl}propanoic acid

Procedure

127 mg (0.42 mmol) of 4-[5-chloro-2-(difluoromethoxy)phenyl]-5-methoxypyridin-2(1H)-one and 1.5 eq. of 2-bromopropanoic acid (racemate) were reacted according to General Method 4A at 90° C. Yield: 220 mg of crude product which was reacted in the next step without further purification

Workup

  1. customaccording to General Method 4A at 90° C

Sources & evidence

ORD record
ord-8c3648b34c5347299771f20b383ddad4
Source dataset
uspto-grants-2016_09
Patent number
US09434690B2

Reaction notes

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