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

HRID 56957Notes

Reaction equation

HRID 56957 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:30]#[CH:31])=[C:6]([C:8]2[CH:13]=[CH:12][N:11]([CH:14]([CH3:28])[C:15]([NH:17][C:18]3[CH:27]=[CH:26][C:21]([C:22]([O:24]C)=[O:23])=[CH:20][CH:19]=3)=[O:16])[C:10](=[O:29])[CH:9]=2)[CH:7]=1.[OH-].[Li+]>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:30]#[CH:31])=[C:6]([C:8]2[CH:13]=[CH:12][N:11]([CH:14]([CH3:28])[C:15]([NH:17][C:18]3[CH:19]=[CH:20][C:21]([C:22]([OH:24])=[O:23])=[CH:26][CH:27]=3)=[O:16])[C:10](=[O:29])[CH:9]=2)[CH:7]=1

Participants

3

Reactant 2

HCID 3939Lithium HydroxideHCID 117622745Methyl 4-({2-[4-(5-chloro-2-ethynylphenyl)-2-oxopyridin-1(2H)-yl]propanoyl}amino)benzoate

Product 1

HCID 1176228254-({2-[4-(5-Chloro-2-ethynylphenyl)-2-oxopyridin-1(2H)-yl]propanoyl}amino)benzoic acid

Procedure

15 mg (0.03 mmol) of methyl 4-({2-[4-(5-chloro-2-ethynylphenyl)-2-oxopyridin-1(2H)-yl]propanoyl}amino)benzoate (racemate) (Example 2.8F) were hydrolysed with lithium hydroxide according to General Method 3. Yield: 4 mg (purity 92%, 28% of theory)

Sources & evidence

ORD record
ord-8e17369f35f14a78b6a4c04d7415f92d
Source dataset
uspto-grants-2016_09
Patent number
US09434690B2

Reaction notes

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