反応 #595377

ord-21d16a97bfb642ac841ff566818ce3a4

反応方程式

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

溶媒

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

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

実験手順

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.

出典

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