Reaction #595377

Reaction equation

2-chlorobenzenesulfonyl chloride

3-bromo-1H-pyrazolo[4,3-c]pyridine

sodium hydride

→

3-bromo-1-(2-chlorophenylsulfonyl)-1H-pyrazolo[4,3-c]pyridine

Solvents

THF

Conditions

Workup

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

Procedure

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.

Source