反应 #595377

ord-21d16a97bfb642ac841ff566818ce3a4

反应方程式

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

溶剂

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

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

实验过程

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.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US09095583B2uspto-grants-2015_08