Lithium Hydroxide → 4-({2-[4-(2-Bromo-5-chlorophenyl)-2-oxopyridin-1(2H)-yl]-3-(pyridin-3-yl)propanoyl}amino)benzoic acid

HRID 56973Notes

Reaction equation

HRID 56973 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([Cl:8])=[CH:4][C:3]=1[C:9]1[CH:14]=[CH:13][N:12]([CH:15]([CH2:29][C:30]2[CH:31]=[N:32][CH:33]=[CH:34][CH:35]=2)[C:16]([NH:18][C:19]2[CH:28]=[CH:27][C:22]([C:23]([O:25]C)=[O:24])=[CH:21][CH:20]=2)=[O:17])[C:11](=[O:36])[CH:10]=1.[OH-].[Li+]>>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([Cl:8])=[CH:4][C:3]=1[C:9]1[CH:14]=[CH:13][N:12]([CH:15]([CH2:29][C:30]2[CH:31]=[N:32][CH:33]=[CH:34][CH:35]=2)[C:16]([NH:18][C:19]2[CH:28]=[CH:27][C:22]([C:23]([OH:25])=[O:24])=[CH:21][CH:20]=2)=[O:17])[C:11](=[O:36])[CH:10]=1

Participants

3

Reactant 2

HCID 3939Lithium HydroxideHCID 117622651Methyl 4-({2-[4-(2-bromo-5-chlorophenyl)-2-oxopyridin-1(2H)-yl]-3-(pyridin-3-yl)propanoyl}amino)benzoate

Product 1

HCID 1176229394-({2-[4-(2-Bromo-5-chlorophenyl)-2-oxopyridin-1(2H)-yl]-3-(pyridin-3-yl)propanoyl}amino)benzoic acid

Procedure

65 mg (purity 85%, 0.10 mmol) of methyl 4-({2-[4-(2-bromo-5-chlorophenyl)-2-oxopyridin-1(2H)-yl]-3-(pyridin-3-yl)propanoyl}amino)benzoate (racemate) (Example 9.2E) were hydrolysed with lithium hydroxide according to General Method 3. Yield: 14 mg (26% of theory)

Sources & evidence

ORD record
ord-85ff9aaf703d4fe5a0328cdbbe91420b
Source dataset
uspto-grants-2016_09
Patent number
US09434690B2

Reaction notes

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