Hydroxyamine hydrochloride → HCID 86636867, compound

HRID 606030Notes

Reaction equation

HRID 606030 reaction equation
[CH:1]1([NH:4][C:5]2[C:10]([CH:11]=O)=[CH:9][N:8]=[C:7]3[N:13]([CH2:16][CH3:17])[N:14]=[CH:15][C:6]=23)[CH2:3][CH2:2]1.Cl.[NH2:19][OH:20].C([O-])(=O)C.[Na+]>C(O)C>[CH:1]1([NH:4][C:5]2[C:10]([CH:11]=[N:19][OH:20])=[CH:9][N:8]=[C:7]3[N:13]([CH2:16][CH3:17])[N:14]=[CH:15][C:6]=23)[CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium AcetateHCID 86636866HCID 86636866, compound

Product 1

HCID 86636867HCID 86636867, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a stirred solution of 4-cyclopropylamino-1-ethyl-1H-pyrazolo[3,4-b]pyridine-5-carbaldehyde (300 mg, 0.00129 mole) in ethanol, hydroxylamine hydrochloride (359 mg, 0.0051 mole) and sodium acetate (424 mg, 0.0051 mole) were added. The reaction mixture was allowed to stir at room temperature for about 50 minutes. Ethanol was removed under reduced pressure and residue was poured in water. The organic compound was extracted with ethyl acetate. Ethyl acetate layer was dried over anhydrous sodium sulfate, filtered and finally concentrated under reduced pressure to afford white solid compound. Yield: 270 mg. m/z: (M++1) 246.1.

Workup

  1. customEthanol was removed under reduced pressure and residue
  2. additionwas poured in water
  3. extractionThe organic compound was extracted with ethyl acetate
  4. dry with materialEthyl acetate layer was dried over anhydrous sodium sulfate
  5. filtrationfiltered
  6. concentrationfinally concentrated under reduced pressure
  7. customto afford white solid compound

Sources & evidence

ORD record
ord-4411f3ad71464fd2ad6a780ef0a61cfb
Source dataset
uspto-grants-2011_03
Patent number
US07915286B2

Reaction notes

Loading…