Sodium Hydroxide → HCID 18387469, compound

HRID 1939205Notes

Reaction equation

HRID 1939205 reaction equation
[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH3:31])=[C:6]([CH:30]=1)[C:7]([N:9](C(=O)C1C=C(F)C=CC=1C)[C:10]1[N:15]=[CH:14][C:13]([C:16]([O:18]C)=[O:17])=[CH:12][CH:11]=1)=[O:8].[OH-].[Na+]>CO.O1CCCC1>[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH3:31])=[C:6]([CH:30]=1)[C:7]([NH:9][C:10]1[N:15]=[CH:14][C:13]([C:16]([OH:18])=[O:17])=[CH:12][CH:11]=1)=[O:8]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 22099733Methyl 6-[[bis(5-fluoro-2-methylbenzoyl)]amino]pyridine-3-carboxylate

Product 1

HCID 18387469HCID 18387469, compoundYield 81.2%

Reagents, catalysts & solvents 1

HCID 21899815MeOH tetrahydrofuranSolvent

Procedure

A mixture of 12.0 g of methyl 6-[[bis(5-fluoro-2-methylbenzoyl)]amino]pyridine-3-carboxylate, 60 ml of methanol-tetrahydrofuran (1:1) and 23 ml of 5 N NaOH is stirred at room temperature for 16 hours. The mixture is concentrated under vacuum, diluted with 25 ml of water, cooled and acidified with 1N HCl. The mixture is filtered and the solid washed with water to give 6.3 g of the product as a white solid.

Workup

  1. concentrationThe mixture is concentrated under vacuum
  2. additiondiluted with 25 ml of water
  3. temperaturecooled
  4. filtrationThe mixture is filtered
  5. washthe solid washed with water

Sources & evidence

ORD record
ord-ee53ae39ffda4cad92a916fa75b72872
Source dataset
uspto-grants-1997_12
Patent number
US05696112

Reaction notes

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