Reaktion #162759
ord-b77fbc78aea049efbe40ef84e64179be
Reaktionsgleichung
4-tolylboronic acid
4-nitropyrazole
pyridine
→
title compound
Ausbeute 31.0%
4-Nitro-1-p-tolyl-1H-pyrazole
Ausbeute 31.0%
Reagenzien
Lösungsmittel
Reaktionsbedingungen
Detaillierte Bedingungen
See reaction.notes.procedure_details.
Aufarbeitung
- 1FiltrationThe mixture was filtered through Celite
- 2Waschenwashing with DCM
- 3Sonstigeevaporated to dryness
- 4SonstigeThe residue was purified by FCC
- 5Wascheneluting with 0-30% ethyl acetate in cyclohexane
Vorschrift
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−].