Reacción #162759

Ecuación de reacción

4-tolylboronic acid

4-nitropyrazole

pyridine

→

title compound

Rendimiento 31.0%

4-Nitro-1-p-tolyl-1H-pyrazole

Rendimiento 31.0%

Disolventes

DCM

Condiciones de reacción

Tratamiento posterior

1. 1
   FiltraciónThe mixture was filtered through Celite
2. 2
   Lavadowashing with DCM
3. 3
   Otroevaporated to dryness
4. 4
   OtroThe residue was purified by FCC
5. 5
   Lavadoeluting with 0-30% ethyl acetate in cyclohexane

Procedimiento

To 4-tolylboronic acid (544 mg, 4.00 mmol), 4-nitropyrazole (226 mg, 2.00 mmol), copper (II) acetate (545 mg, 3.00 mmol), and 4 Å sieves (1.5 g) in DCM (15 mL), was added pyridine (0.32 mL, 4 mmol) at RT, and stirred for 5 h. The mixture was filtered through Celite, washing with DCM, then evaporated to dryness. The residue was purified by FCC, eluting with 0-30% ethyl acetate in cyclohexane, to give the title compound as a white solid (126 mg, 31%). LCMS (Method 3): Rt 3.93 min, m/z 204.1 [MH−].

Fuente