Ethyl Acetate → HCID 67155868, compound

HRID 2196713Notes

Reaction equation

HRID 2196713 reaction equation
C(=O)([O-])[O-].[K+].[K+].[F:7][CH:8]([F:30])[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.C(OCC)(=O)C>CO.O>[F:30][CH:8]([F: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

Participants

6

Reactant 3

HCID 8857Ethyl AcetateHCID 11430Potassium CarbonateHCID 67155641HCID 67155641, compound

Product 1

HCID 67155868HCID 67155868, compoundYield 59.6%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent2×

Conditions

Temperature
40 °C

Procedure

Potassium carbonate (0.25 g, 1.76 mmol) was added to a solution of 2-(difluoromethyl)-5-nitro-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine (0.089 g, 0.252 mmol) in methanol (2.2 mL) and water (0.7 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 separated. The combined organic layers were washed twice with water, dried over sodium sulfate, filtered, and evaporated to afford 2-(difluoromethyl)-5-nitro-1H-pyrrolo[2,3-b]pyridine (0.032 g, 49%).

Workup

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

Sources & evidence

ORD record
ord-ce721633b4ec481a9a64a509d9b52fa2
Source dataset
uspto-grants-2012_12
Patent number
US08338452B2

Reaction notes

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