Iodoethane → HCID 86647598, compound

HRID 1966809Notes

Reaction equation

HRID 1966809 reaction equation
[CH2:1](I)[CH3:2].C(=O)([O-])[O-].[K+].[K+].[CH2:10]([NH:17][C:18]1[C:23]([C:24]([N:26]([O:28][CH3:29])[CH3:27])=[O:25])=[CH:22][N:21]=[C:20]2[NH:30][N:31]=[CH:32][C:19]=12)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>CN(C)C=O.O>[CH2:10]([NH:17][C:18]1[C:23]([C:24]([N:26]([O:28][CH3:29])[CH3:27])=[O:25])=[CH:22][N:21]=[C:20]2[N:30]([CH2:1][CH3:2])[N:31]=[CH:32][C:19]=12)[C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1

Participants

6

Reactant 3

HCID 6340IodoethaneHCID 11430Potassium CarbonateHCID 86647596HCID 86647596, compound

Product 1

HCID 86647598HCID 86647598, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Conditions

Temperature
60 °C

Procedure

Ethyl iodide (1.52 gm, 9.63 mmol) and potassium carbonate (2.214 gm, 16.05 mmol) were added to the solution 4-(benzylamino)-N-methoxy-N-methyl-1H-pyrazolo[3,4-b]pyridine-5-carboxamide (1 gm, 3.21 mmol) (example 6a) in dimethylformamide and the reaction mixture was stirred at 60° C. for about 5 hours. It was cooled, diluted with water and extracted with ethyl acetate. The organic layer was washed with brine, dried over anhydrous sodium sulphate and concentrated under reduced pressure. The crude product was purified over silica gel column.

Workup

  1. temperatureIt was cooled
  2. extractionextracted with ethyl acetate
  3. washThe organic layer was washed with brine
  4. dry with materialdried over anhydrous sodium sulphate
  5. concentrationconcentrated under reduced pressure
  6. customThe crude product was purified over silica gel column

Sources & evidence

ORD record
ord-ff58f94682844e4bbe348cd9f20198a6
Source dataset
uspto-grants-2013_04
Patent number
US08420666B2

Reaction notes

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