Ethyl Acetate → HCID 67156057, compound

HRID 2196723Notes

Reaction equation

HRID 2196723 reaction equation
C(=O)([O-])[O-].[K+].[K+].[N+:7]([C:10]1[CH:11]=[C:12]2[CH:18]=[C:17]([C:19](=[O:21])[CH3:20])[N:16](S(C3C=CC=CC=3)(=O)=O)[C:13]2=[N:14][CH:15]=1)([O-:9])=[O:8].C(OCC)(=O)C>CO.O>[N+:7]([C:10]1[CH:11]=[C:12]2[CH:18]=[C:17]([C:19](=[O:21])[CH3:20])[NH:16][C:13]2=[N:14][CH:15]=1)([O-:9])=[O:8]

Participants

6

Reactant 3

HCID 8857Ethyl AcetateHCID 11430Potassium CarbonateHCID 67155886HCID 67155886, compound

Product 1

HCID 67156057HCID 67156057, compoundYield 100.8%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent2×

Conditions

Temperature
40 °C

Procedure

Potassium carbonate (1.20 g, 8.69 mmol) was added to a solution of 1-(5-nitro-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-2-yl)ethanone (0.50 g, 1.45 mmol) in methanol (13 mL) and water (4.3 mL). The reaction mixture was heated at 40° C. for 30 minutes. The reaction mixture was then cooled down and treated with water and ethyl acetate. The layers were then separated. The organic layers were washed twice with water, dried over sodium sulfate, filtered, and evaporated to afford 1-(5-nitro-1H-pyrrolo[2,3-b]pyridin-2-yl)ethanone (0.30 g, quantitative yield).

Workup

  1. temperatureThe reaction mixture was then cooled down
  2. customThe layers were then separated
  3. washThe organic layers were washed twice with water
  4. dry with materialdried over sodium sulfate
  5. filtrationfiltered
  6. customevaporated

Sources & evidence

ORD record
ord-8161eaf474de4bfea0d40fc133462428
Source dataset
uspto-grants-2012_12
Patent number
US08338452B2

Reaction notes

Loading…