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

HRID 56671Notes

Reaction equation

HRID 56671 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:28]#[N:29])=[C:6]([C:8]2[CH:13]=[CH:12][N:11]([CH:14]([CH2:20][C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[C:15]([O:17]CC)=[O:16])[C:10](=[O:27])[CH:9]=2)[CH:7]=1.[OH-].[Li+]>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:28]#[N:29])=[C:6]([C:8]2[CH:13]=[CH:12][N:11]([CH:14]([CH2:20][C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[C:15]([OH:17])=[O:16])[C:10](=[O:27])[CH:9]=2)[CH:7]=1

Participants

3

Reactant 2

HCID 3939Lithium HydroxideHCID 117622559Ethyl 2-[4-(5-chloro-2-cyanophenyl)-2-oxopyridin-1(2H)-yl]-3-phenylpropanoate

Product 1

HCID 1176225602-[4-(5-Chloro-2-cyanophenyl)-2-oxopyridin-1(2H)-yl]-3-phenylpropanoic acid

Procedure

300 mg (purity 94%, 0.69 mmol) of ethyl 2-[4-(5-chloro-2-cyanophenyl)-2-oxopyridin-1(2H)-yl]-3-phenylpropanoate (racemate) were hydrolysed with lithium hydroxide according to General Method 6B. Yield: 129 mg (purity 89%, 43% of theory)

Sources & evidence

ORD record
ord-067310be3f5e4465afb456efd42114b9
Source dataset
uspto-grants-2016_09
Patent number
US09434690B2

Reaction notes

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