Ammonium Chloride → HCID 178440409, compound

HRID 396140Notes

Reaction equation

HRID 396140 reaction equation
[CH2:1]([O:3][C:4](=[O:36])[C:5]([NH:7][C:8]1[CH:33]=[C:32]([CH3:34])[C:11]([O:12][C:13]2[CH:14]=[C:15]3[C:19](=[CH:20][CH:21]=2)[N:18](C(=O)C(OCC)=O)[N:17]=[C:16]3[CH:29]([CH3:31])C)=[C:10]([CH3:35])[CH:9]=1)=[O:6])[CH3:2].[O-][CH2:38]C.[Na+].[Cl-].[NH4+]>C(O)C>[CH3:35][C:10]1[CH:9]=[C:8]([NH:7][C:5](=[O:6])[C:4]([O:3][CH2:1][CH3:2])=[O:36])[CH:33]=[C:32]([CH3:34])[C:11]=1[O:12][C:13]1[CH:14]=[C:15]2[C:19](=[CH:20][CH:21]=1)[NH:18][N:17]=[C:16]2[CH2:29][CH2:31][CH3:38]

Participants

5

Reactant 3

HCID 25517Ammonium ChlorideHCID 2723922Sodium ethoxideHCID 21353738HCID 21353738, compound

Product 1

HCID 178440409HCID 178440409, compoundYield 63%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 56 mg (0.113 mmol) of ethyl [5-(4-{[ethoxy(oxo)acetyl]amino}-2,6-dimethylphenoxy)-3-isopropyl-1H-indazol-1-yl](oxo)acetate in 6 ml of ethanol is treated with a spatula-tipful of sodium ethoxide and stirred at room temperature for 30 min. 5 ml of satd ammonium chloride solution are added, the aqueous phase is extracted 2× with ethyl acetate, and the combined organic phases are washed 1× with water, dried over sodium sulphate and concentrated in vacuo and dried. 28 mc, (63%) of ethyl ({3,5-dimethyl-4-[(3-propyl-1H-indazol-5-yl)oxy]phenyl}amino)(oxo)-acetate are obtained.

Workup

  1. extractionthe aqueous phase is extracted 2× with ethyl acetate
  2. washthe combined organic phases are washed 1× with water
  3. dry with materialdried over sodium sulphate
  4. concentrationconcentrated in vacuo
  5. customdried

Sources & evidence

ORD record
ord-c24d667b9558469d842977e150184792
Source dataset
uspto-grants-2003_08
Patent number
US06608049B2

Reaction notes

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