Lithium Hydroxide → 4-({2-[4-(5-Chloro-2-cyanophenyl)-2-oxopyridin-1(2H)-yl]propanoyl}amino)-2-fluorobenzoic acid

HRID 56961Notes

Reaction equation

HRID 56961 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:31]#[N:32])=[C:6]([C:8]2[CH:13]=[CH:12][N:11]([CH:14]([CH3:29])[C:15]([NH:17][C:18]3[CH:27]=[CH:26][C:21]([C:22]([O:24]C)=[O:23])=[C:20]([F:28])[CH:19]=3)=[O:16])[C:10](=[O:30])[CH:9]=2)[CH:7]=1.[OH-].[Li+]>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:31]#[N:32])=[C:6]([C:8]2[CH:13]=[CH:12][N:11]([CH:14]([CH3:29])[C:15]([NH:17][C:18]3[CH:27]=[CH:26][C:21]([C:22]([OH:24])=[O:23])=[C:20]([F:28])[CH:19]=3)=[O:16])[C:10](=[O:30])[CH:9]=2)[CH:7]=1

Participants

3

Reactant 2

HCID 3939Lithium HydroxideHCID 117622809Methyl 4-({2-[4-(5-chloro-2-cyanophenyl)-2-oxopyridin-1(2H)-yl]propanoyl}amino)-2-fluorobenzoate

Product 1

HCID 1176229084-({2-[4-(5-Chloro-2-cyanophenyl)-2-oxopyridin-1(2H)-yl]propanoyl}amino)-2-fluorobenzoic acid

Procedure

82 mg (0.17 mmol) of methyl 4-({2-[4-(5-chloro-2-cyanophenyl)-2-oxopyridin-1(2H)-yl]propanoyl}amino)-2-fluorobenzoate (racemate) (Example 2.4A) were hydrolysed with lithium hydroxide according to General Method 3. Yield: 8 mg (purity 93%, 10% of theory)

Sources & evidence

ORD record
ord-ede96f90ba154f3db3e83d11f4b05ccd
Source dataset
uspto-grants-2016_09
Patent number
US09434690B2

Reaction notes

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