Ethyl Acetate → HCID 67155889, compound

HRID 2196710Notes

Reaction equation

HRID 2196710 reaction equation
C(=O)([O-])[O-].[K+].[K+].[CH2:7]([C:9]1[N:20](S(C2C=CC=CC=2)(=O)=O)[C:12]2=[N:13][CH:14]=[C:15]([N+:17]([O-:19])=[O:18])[CH:16]=[C:11]2[CH:10]=1)[CH3:8].C(OCC)(=O)C>CO.O>[CH2:7]([C:9]1[NH:20][C:12]2=[N:13][CH:14]=[C:15]([N+:17]([O-:19])=[O:18])[CH:16]=[C:11]2[CH:10]=1)[CH3:8]

Participants

6

Reactant 3

HCID 8857Ethyl AcetateHCID 11430Potassium CarbonateHCID 67155638HCID 67155638, compound

Product 1

HCID 67155889HCID 67155889, compoundYield 99.1%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent2×

Conditions

Temperature
80 °C

Procedure

Potassium carbonate (1.02 g, 7.394 mmol) was added to a solution of 2-ethyl-5-nitro-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine (0.245 g, 0.739 mmol) in methanol (6.5 mL) and water (2.2 mL). The reaction mixture was heated at 80° C. overnight. 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 2-ethyl-5-nitro-1H-pyrrolo[2,3-b]pyridine (0.14 g, 74% 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-8d5e9ba547704ff9b9dbf94bb3afa503
Source dataset
uspto-grants-2012_12
Patent number
US08338452B2

Reaction notes

Loading…