2-Bromopropionic acid → 2-[4-(5-Chloro-2-nitrophenyl)-5-methoxy-2-oxopyridin-1(2H)-yl]propanoic acid

HRID 56741Notes

Reaction equation

HRID 56741 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([N+:17]([O-:19])=[O:18])=[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:21]([CH3:25])[C:22]([OH:24])=[O:23]>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([N+:17]([O-:19])=[O:18])=[C:6]([C:8]2[C:13]([O:14][CH3:15])=[CH:12][N:11]([CH:21]([CH3:25])[C:22]([OH:24])=[O:23])[C:10](=[O:16])[CH:9]=2)[CH:7]=1

Participants

3

Reactant 2

HCID 117292-Bromopropionic acidHCID 1176226574-(5-Chloro-2-nitrophenyl)-5-methoxy-2(1h)-pyridinone

Product 1

HCID 1176228392-[4-(5-Chloro-2-nitrophenyl)-5-methoxy-2-oxopyridin-1(2H)-yl]propanoic acid

Procedure

115 mg (purity 85%, 0.35 mmol) of 4-(5-chloro-2-nitrophenyl)-5-methoxypyridin-2(1H)-one and 1.5 eq. of 2-bromopropanoic acid (racemate) were reacted according to General Method 4A at 50° C. Yield: 43 mg (35% of theory)

Workup

  1. customaccording to General Method 4A at 50° C

Sources & evidence

ORD record
ord-01797c5ca2164461bf7c29977e642fb8
Source dataset
uspto-grants-2016_09
Patent number
US09434690B2

Reaction notes

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