Ethyl Acetate → HCID 67155710, compound

HRID 2196716Notes

Reaction equation

HRID 2196716 reaction equation
C(=O)([O-])[O-].[K+].[K+].[CH3:7][O:8][CH2:9][C:10]1[N:21](S(C2C=CC=CC=2)(=O)=O)[C:13]2=[N:14][CH:15]=[C:16]([N+:18]([O-:20])=[O:19])[CH:17]=[C:12]2[CH:11]=1.C(OCC)(=O)C>CO.O>[CH3:7][O:8][CH2:9][C:10]1[NH:21][C:13]2=[N:14][CH:15]=[C:16]([N+:18]([O-:20])=[O:19])[CH:17]=[C:12]2[CH:11]=1

Participants

6

Reactant 3

HCID 8857Ethyl AcetateHCID 11430Potassium CarbonateHCID 67155995HCID 67155995, compound

Product 1

HCID 67155710HCID 67155710, compoundYield 106.6%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent2×

Conditions

Temperature
60 °C

Procedure

Potassium carbonate (0.306 g, 2.22 mmol) was added to a solution of 2-(methoxymethyl)-5-nitro-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine (0.11 g, 0.317 mmol) in methanol (3.3 mL) and water (0.9 mL). The reaction mixture was heated at 60° C. for 90 minutes. The reaction mixture was then cooled down. The mixture was treated with water and ethyl acetate, and the layers were separated. The organic layers were washed twice with water, dried over sodium sulfate, filtered, and evaporated to afford 2-(methoxymethyl)-5-nitro-1H-pyrrolo[2,3-b]pyridine (70 mg, quantitative yield).

Workup

  1. temperatureThe reaction mixture was then cooled down
  2. customthe layers were 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-9309b4740d3940928fbbb68bcfe062c6
Source dataset
uspto-grants-2012_12
Patent number
US08338452B2

Reaction notes

Loading…