Sodium Hydroxide → HCID 18387469, compound

HRID 1735218Notes

Reaction equation

HRID 1735218 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 5N 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-f22ba7ca4c714229a057ed1ed14294f7
Source dataset
uspto-grants-1996_07
Patent number
US05536718

Reaction notes

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