Reacción #595377

ord-21d16a97bfb642ac841ff566818ce3a4

Ecuación de reacción

O=S(=O)(Cl)c1ccccc1Cl
2-chlorobenzenesulfonyl chloride
Brc1n[nH]c2ccncc12
3-bromo-1H-pyrazolo[4,3-c]pyridine
[H-].[Na+]
sodium hydride
O=S(=O)(c1ccccc1Cl)n1nc(Br)c2cnccc21
3-bromo-1-(2-chlorophenylsulfonyl)-1H-pyrazolo[4,3-c]pyridine

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    workup.ADDITIONAfter addition
  2. 2
    OtroThe reaction mixture was quenched by the addition of water
  3. 3
    ExtracciónThe product was extracted into ethyl acetate
  4. 4
    Lavadothe organic layer was washed with brine
  5. 5
    OtroThe organic solvent was evaporated under reduced pressure

Procedimiento

To a solution of 3-bromo-1H-pyrazolo[4,3-c]pyridine (198 mg, 1,0 mmol) in 10 ml THF was added portion wise at 0° C. sodium hydride (101 mg, 4 mmol, 95%). After addition was complete, 2-chlorobenzenesulfonyl chloride (495 mg, 2.347 mmol) was added and the reaction mixture was stirred overnight at room temperature. The reaction mixture was quenched by the addition of water. The product was extracted into ethyl acetate and the organic layer was washed with brine. The organic solvent was evaporated under reduced pressure to give 3-bromo-1-(2-chlorophenylsulfonyl)-1H-pyrazolo[4,3-c]pyridine as a yellow oil. The product was used in the next step without further purification.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US09095583B2uspto-grants-2015_08