Sodium Hydroxide → HCID 59740981, compound

HRID 2192151Notes

Reaction equation

HRID 2192151 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([NH:30]C(=O)C)[CH:5]=[C:6]([F:29])[C:7]=1[O:8][C:9]1[CH:14]=[CH:13][N:12]=[C:11]2[N:15](S(C3C=CC(C)=CC=3)(=O)=O)[CH:16]=[C:17]([CH3:18])[C:10]=12.[OH-].[Na+]>C(O)C>[F:29][C:6]1[CH:5]=[C:4]([CH:3]=[C:2]([F:1])[C:7]=1[O:8][C:9]1[CH:14]=[CH:13][N:12]=[C:11]2[NH:15][CH:16]=[C:17]([CH3:18])[C:10]=12)[NH2:30]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 59741008HCID 59741008, compound

Product 1

HCID 59740981HCID 59740981, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
90 °C

Procedure

690 mg (1.46 mmol) of N-[3,5-difluoro-4-({3-methyl-1-[(4-methylphenyl)sulfonyl]-1H-pyrrolo[2,3-b]pyridin-4-yl}oxy)phenyl]acetamide are dissolved in 25 ml of ethanol. 12.5 ml of 20% strength aqueous sodium hydroxide solution are added, and the reaction mixture is heated at 90° C. for 4.5 hours. The reaction solution is partitioned between ethyl acetate and water. The aqueous phase is extracted with ethyl acetate. The combined organic phases are dried over magnesium sulfate and the solvent is removed under reduced pressure. The product is reacted without further purification.

Workup

  1. customThe reaction solution is partitioned between ethyl acetate and water
  2. extractionThe aqueous phase is extracted with ethyl acetate
  3. dry with materialThe combined organic phases are dried over magnesium sulfate
  4. customthe solvent is removed under reduced pressure
  5. customThe product is reacted without further purification

Sources & evidence

ORD record
ord-d18f4c70ff554df08ee65f83d42dc7f4
Source dataset
uspto-grants-2012_12
Patent number
US08329716B2

Reaction notes

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