Water → HCID 66732809, compound

HRID 1966821Notes

Reaction equation

HRID 1966821 reaction equation
[CH:1]1([NH:7][C:8]2[C:9]3[CH:25]=[N:24][N:23]([CH2:26][CH3:27])[C:10]=3[N:11]=[CH:12][C:13]=2[C:14]2[CH2:18][C:17]3([CH2:22][CH2:21][S:20][CH2:19]3)[O:16][N:15]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.O.I([O-])(=O)(=O)=[O:30].[Na+]>CO>[CH:1]1([NH:7][C:8]2[C:9]3[CH:25]=[N:24][N:23]([CH2:26][CH3:27])[C:10]=3[N:11]=[CH:12][C:13]=2[C:14]2[CH2:18][C:17]3([CH2:22][CH2:21][S:20](=[O:30])[CH2:19]3)[O:16][N:15]=2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

5

Reactant 3

HCID 962WaterHCID 23667635Sodium periodateHCID 66732814HCID 66732814, compound

Product 1

HCID 66732809HCID 66732809, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

N-cyclohexyl-1-ethyl-5-(1-oxa-7-thia-2-azaspiro[4.4]non-2-en-3-yl)-1H-pyrazolo[3,4-b]pyridin-4-amine (70 mg, 0.00018 mole) (example 13) was taken in methanol and stirring was done for about five minutes. Water (1 ml) was added. Sodium periodate (38 mg, 0.00018 mole) was added. The reaction mixture was stirred at room temperature for about 5 h. Filtration was done and the residue was washed with dichloromethane. The organic layer was dried over anhydrous sodium sulphate and concentrated in vacuo. Purification was done by preparative thin layer chromatography using ethyl acetate (60%) in hexane.

Workup

  1. stirringThe reaction mixture was stirred at room temperature for about 5 h
  2. filtrationFiltration
  3. washthe residue was washed with dichloromethane
  4. dry with materialThe organic layer was dried over anhydrous sodium sulphate
  5. concentrationconcentrated in vacuo
  6. customPurification

Sources & evidence

ORD record
ord-f2750c49b2c54664866b50e457784676
Source dataset
uspto-grants-2013_04
Patent number
US08420666B2

Reaction notes

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