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

HRID 56962Notes

Reaction equation

HRID 56962 reaction equation
[Cl:1][C:2]1[CH:11]=[C:10]([NH:12][C:13](=[O:32])[CH:14]([N:16]2[CH:21]=[CH:20][C:19]([C:22]3[CH:27]=[C:26]([Cl:28])[CH:25]=[CH:24][C:23]=3[C:29]#[N:30])=[CH:18][C:17]2=[O:31])[CH3:15])[CH:9]=[CH:8][C:3]=1[C:4]([O:6]C)=[O:5].[OH-].[Li+]>>[Cl:1][C:2]1[CH:11]=[C:10]([NH:12][C:13](=[O:32])[CH:14]([N:16]2[CH:21]=[CH:20][C:19]([C:22]3[CH:27]=[C:26]([Cl:28])[CH:25]=[CH:24][C:23]=3[C:29]#[N:30])=[CH:18][C:17]2=[O:31])[CH3:15])[CH:9]=[CH:8][C:3]=1[C:4]([OH:6])=[O:5]

Participants

3

Reactant 2

HCID 3939Lithium HydroxideHCID 117622740Methyl 2-chloro-4-({2-[4-(5-chloro-2-cyanophenyl)-2-oxopyridin-1(2H)-yl]propanoyl}amino)benzoate

Product 1

HCID 1176226032-Chloro-4-({2-[4-(5-chloro-2-cyanophenyl)-2-oxopyridin-1(2H)-yl]propanoyl}amino)benzoic acid

Procedure

100 mg (purity 94%, 0.20 mmol) of methyl 2-chloro-4-({2-[4-(5-chloro-2-cyanophenyl)-2-oxopyridin-1(2H)-yl]propanoyl}amino)benzoate (racemate) (Example 2.5A) were hydrolysed with lithium hydroxide according to General Method 3. Yield: 8 mg (purity 93%, 10% of theory)

Sources & evidence

ORD record
ord-fc357c9a499146cab7c44dc5c5a345a8
Source dataset
uspto-grants-2016_09
Patent number
US09434690B2

Reaction notes

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