Lithium Hydroxide → 2-[4-(5-Chloro-2-cyanophenyl)-2-oxopyridin-1(2H)-yl]-3-methylbutanoic acid

HRID 56656Notes

Reaction equation

HRID 56656 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:24]#[N:25])=[C:6]([C:8]2[CH:13]=[CH:12][N:11]([CH:14]([CH:20]([CH3:22])[CH3:21])[C:15]([O:17]CC)=[O:16])[C:10](=[O:23])[CH:9]=2)[CH:7]=1.[OH-].[Li+]>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:24]#[N:25])=[C:6]([C:8]2[CH:13]=[CH:12][N:11]([CH:14]([CH:20]([CH3:22])[CH3:21])[C:15]([OH:17])=[O:16])[C:10](=[O:23])[CH:9]=2)[CH:7]=1

Participants

3

Reactant 2

HCID 3939Lithium HydroxideHCID 117622646Ethyl 2-[4-(5-chloro-2-cyanophenyl)-2-oxopyridin-1(2H)-yl]-3-methylbutanoate

Product 1

HCID 1176226852-[4-(5-Chloro-2-cyanophenyl)-2-oxopyridin-1(2H)-yl]-3-methylbutanoic acid

Procedure

117 mg (purity 81%, 0.26 mmol) of ethyl 2-[4-(5-chloro-2-cyanophenyl)-2-oxopyridin-1(2H)-yl]-3-methylbutanoate (racemate) were hydrolysed with lithium hydroxide according to General Method 6B. Yield: 79 mg (purity 86%, 78% of theory)

Sources & evidence

ORD record
ord-f9053b2254e54c4296cae85413dedad1
Source dataset
uspto-grants-2016_09
Patent number
US09434690B2

Reaction notes

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