Iodoethane → HCID 66732868, compound

HRID 1966840Notes

Reaction equation

HRID 1966840 reaction equation
[CH2:1](I)[CH3:2].C(=O)([O-])[O-].[K+].[K+].[CH2:10]([O:17][CH:18]1[CH2:21][C:20]2([CH2:25][C:24]([C:26]3[CH:31]=[N:30][C:29]4[NH:32][N:33]=[CH:34][C:28]=4[C:27]=3[NH:35][CH:36]3[CH2:41][CH2:40][O:39][CH2:38][CH2:37]3)=[N:23][O:22]2)[CH2:19]1)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>CN(C)C=O.O>[CH2:10]([O:17][CH:18]1[CH2:21][C:20]2([CH2:25][C:24]([C:26]3[CH:31]=[N:30][C:29]4[N:32]([CH2:1][CH3:2])[N:33]=[CH:34][C:28]=4[C:27]=3[NH:35][CH:36]3[CH2:41][CH2:40][O:39][CH2:38][CH2:37]3)=[N:23][O:22]2)[CH2:19]1)[C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1

Participants

6

Reactant 3

HCID 6340IodoethaneHCID 11430Potassium CarbonateHCID 66732618HCID 66732618, compound

Product 1

HCID 66732868HCID 66732868, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Conditions

Temperature
60 °C

Procedure

Ethyl iodide (0.227 gm, 1.45 mmol) and potassium carbonate (0.2 gm, 1.45 mmol) were added to the solution of 5-[2-(benzyloxy)-5-oxa-6-azaspiro[3.4]oct-6-en-7-yl]-N-(tetrahydro-2H-pyran-4-yl)-1H-pyrazolo[3,4-b]pyridin-4-amine (0.21 gm, 0.48 mmol) (step b) 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-40d14cf648d840ff8fd4ea65cda781ca
Source dataset
uspto-grants-2013_04
Patent number
US08420666B2

Reaction notes

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