Sodium Thiosulfate → HCID 178419485, compound

HRID 34083Notes

Reaction equation

HRID 34083 reaction equation
[NH:1]1[C:9]2[CH:8]=[CH:7][N:6]=[CH:5][C:4]=2[CH:3]=[N:2]1.[Br:10]N1C(=O)CCC1=O.S([O-])([O-])(=O)=S.[Na+].[Na+]>CN(C)C=O.C(OCC)(=O)C>[Br:10][C:3]1[C:4]2[CH:5]=[N:6][CH:7]=[CH:8][C:9]=2[NH:1][N:2]=1

Participants

6

Reactant 3

HCID 24477Sodium ThiosulfateHCID 67184N-bromobutanimideHCID 199305001H-Pyrazolo[4,3-c]pyridine

Product 1

HCID 178419485HCID 178419485, compoundYield 73.3%

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of 3.85 g of 1H-pyrazolo[4,3-c]pyridine in 50 mL of N,N-dimethylformamide was added 6.04 g of N-bromosuccinimide at room temperature and stirred at this temperature for 2 hours. Adding 10 mL of 10% sodium thiosulfate aqueous solution, the solution was diluted with ethyl acetate. The organic layer was washed successively with saturated aqueous ammonium chloride and saturated brine, dried over anhydrous magnesium sulfate, and the solvent was evaporated, to afford 4.69 g of the title compound as pale red-brown crystals.

Workup

  1. washThe organic layer was washed successively with saturated aqueous ammonium chloride and saturated brine
  2. dry with materialdried over anhydrous magnesium sulfate
  3. customthe solvent was evaporated

Sources & evidence

ORD record
ord-c33490b896594d5d9cb0c618ffaf0a57
Source dataset
uspto-grants-2008_09
Patent number
US07429609B2

Reaction notes

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