Sodium Hydroxide → HCID 67997084, compound

HRID 45779Notes

Reaction equation

HRID 45779 reaction equation
[C:1]([C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:6]([C:13]2[C:14]([S:19][C:20]([CH3:27])([CH3:26])[C:21]([O:23]CC)=[O:22])=[N:15][CH:16]=[CH:17][CH:18]=2)=[CH:5][CH:4]=1)#[N:2].[OH-].[Na+]>CO>[C:1]([C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:6]([C:13]2[C:14]([S:19][C:20]([CH3:27])([CH3:26])[C:21]([OH:23])=[O:22])=[N:15][CH:16]=[CH:17][CH:18]=2)=[CH:5][CH:4]=1)#[N:2]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 67997029Ethyl 2-(3-(4-cyanonaphthalen-1-yl)pyridin-2-ylthio)-2-methylpropanoate

Product 1

HCID 67997084HCID 67997084, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Ethyl 2-(3-(4-cyanonaphthalen-1-yl)pyridin-2-ylthio)-2-methylpropanoate (121 mg, 0.32 mmol) in a mixture of aqueous sodium hydroxide solution (1M, 2 mL) and methanol (5 mL) was stirred at room temperature for 5 hours. Methanol was partially removed and the resulting residue acidified causing precipitation of the product 2-(3-(4-cyanonaphthalen-1-yl)pyridin-2-ylthio)-2-methylpropanoic acid. Solid product was isolated by filtration and dried under vacuum (0.065 g, 0.187 mmol, 60%).

Workup

  1. customMethanol was partially removed
  2. customprecipitation of the product 2-(3-(4-cyanonaphthalen-1-yl)pyridin-2-ylthio)-2-methylpropanoic acid
  3. customSolid product was isolated by filtration
  4. customdried under vacuum (0.065 g, 0.187 mmol, 60%)

Sources & evidence

ORD record
ord-69381f74395340bb864a7d443540dae0
Source dataset
uspto-grants-2013_09
Patent number
US08541589B2

Reaction notes

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