Lithium Hydroxide → 4-[(2-{4-[5-Chloro-2-(trifluoromethyl)phenyl]-2-oxopyridin-1(2H)-yl}-3-cyclopropylpropanoyl)-amino]benzoic acid

HRID 56969Notes

Reaction equation

[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:33]([F:36])([F:35])[F:34])=[C:6]([C:8]2[CH:13]=[CH:12][N:11]([CH:14]([CH2:28][CH:29]3[CH2:31][CH2:30]3)[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:32])[CH:9]=2)[CH:7]=1.[OH-].[Li+]>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:33]([F:36])([F:34])[F:35])=[C:6]([C:8]2[CH:13]=[CH:12][N:11]([CH:14]([CH2:28][CH:29]3[CH2:31][CH2:30]3)[C:15]([NH:17][C:18]3[CH:27]=[CH:26][C:21]([C:22]([OH:24])=[O:23])=[CH:20][CH:19]=3)=[O:16])[C:10](=[O:32])[CH:9]=2)[CH:7]=1

Participants

Reactant 2

HCID 3939Lithium Hydroxide

HCID 117622871Methyl 4-[(2-{4-[5-chloro-2-(trifluoromethyl)phenyl]-2-oxopyridin-1(2H)-yl}-3-cyclopropylpropanoyl)amino]benzoate

Product 1

HCID 1176228334-[(2-{4-[5-Chloro-2-(trifluoromethyl)phenyl]-2-oxopyridin-1(2H)-yl}-3-cyclopropylpropanoyl)-amino]benzoic acid

Procedure

200 mg (purity 48%, 0.19 mmol) of methyl 4-[(2-{4-[5-chloro-2-(trifluoromethyl)phenyl]-2-oxopyridin-1(2H)-yl}-3-cyclopropylpropanoyl)amino]benzoate (racemate) (Example 6.1G) were hydrolysed with lithium hydroxide according to General Method 3. Yield: 46 mg (49% of theory)

Sources & evidence

ORD record: ord-7322c872906a4faa9d95471eab7b1651
Source dataset: uspto-grants-2016_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09434690B2

Reaction notes

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