Lithium Hydroxide → 6-({2-[4-(5-Chloro-2-cyanophenyl)-5-methoxy-2-oxopyridin-1(2H)-yl]butanoyl}amino)-1H-benzimidazole-2-carboxylic acid

HRID 57002Notes

Reaction equation

[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:37]#[N:38])=[C:6]([C:8]2[C:13]([O:14][CH3:15])=[CH:12][N:11]([CH:16]([CH2:34][CH3:35])[C:17]([NH:19][C:20]3[CH:21]=[CH:22][C:23]4[N:27]=[C:26]([C:28]([O:30]CC)=[O:29])[NH:25][C:24]=4[CH:33]=3)=[O:18])[C:10](=[O:36])[CH:9]=2)[CH:7]=1.[OH-].[Li+]>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:37]#[N:38])=[C:6]([C:8]2[C:13]([O:14][CH3:15])=[CH:12][N:11]([CH:16]([CH2:34][CH3:35])[C:17]([NH:19][C:20]3[CH:21]=[CH:22][C:23]4[N:27]=[C:26]([C:28]([OH:30])=[O:29])[NH:25][C:24]=4[CH:33]=3)=[O:18])[C:10](=[O:36])[CH:9]=2)[CH:7]=1

Participants

Reactant 2

HCID 3939Lithium Hydroxide

HCID 117622570Ethyl 6-({2-[4-(5-chloro-2-cyanophenyl)-5-methoxy-2-oxopyridin-1(2H)-yl]butanoyl}amino)-1H-benzimidazole-2-carboxylate

Product 1

HCID 1176229196-({2-[4-(5-Chloro-2-cyanophenyl)-5-methoxy-2-oxopyridin-1(2H)-yl]butanoyl}amino)-1H-benzimidazole-2-carboxylic acid

Procedure

86 mg (0.16 mmol) of ethyl 6-({2-[4-(5-chloro-2-cyanophenyl)-5-methoxy-2-oxopyridin-1(2H)-yl]butanoyl}amino)-1H-benzimidazole-2-carboxylate (racemate) were hydrolysed with lithium hydroxide according to General Method 3. Yield: 67 mg (82% of theory)

Sources & evidence

ORD record: ord-dab008071d864cef86e3010eaf31fc12
Source dataset: uspto-grants-2016_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09434690B2

Reaction notes

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