Reacción #61068

Ecuación de reacción

water

4-Chloro-butyryl chloride

3-aminopyrazole

K2HPO4

→

title compound

Rendimiento 34.0%

4-Chloro-N-[1-(4-chlorobutanoyl)-1H-pyrazol-3-yl]butanamide

Rendimiento 34.0%

Disolventes

CH2Cl2

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.STIRRINGthe reaction mixture was stirred for 24 hr
2. 2
   Otrothe phases were separated
3. 3
   ExtracciónThe aqueous layer was extracted with EtOAc (2×20 mL)
4. 4
   Secadothe combined organic extracts were dried over anh. Na2SO4
5. 5
   FiltraciónThe solids were filtered
6. 6
   Otrothe solvent evaporated
7. 7
   OtroThe crude product was purified by flash chromatography (silica gel, cHex/EtOAc 7:3)

Procedimiento

To a solution of 3-aminopyrazole (300 mg, 3.61 mmol) in anh. CH2Cl2 (6 mL), at r.t., under N2, was added K2HPO4 (1.26 g, 2 eq) and the reaction mixture was stirred at r.t. for 15 min. 4-Chloro-butyryl chloride (406 μL, 3.6 mmol) was then added and the reaction mixture was stirred for 24 hr. It was then poured into water and the phases were separated. The aqueous layer was extracted with EtOAc (2×20 mL) and the combined organic extracts were dried over anh. Na2SO4. The solids were filtered and the solvent evaporated. The crude product was purified by flash chromatography (silica gel, cHex/EtOAc 7:3) to give the title compound as a white solid (354 mg, 34%)

Fuente