Reaktion #2129298

Reaktionsgleichung

4-Fluoro-3-nitrophenylboronic acid

4-fluoro-3-nitrophenylboronic acid

tert-butyl 3-isopropyl-1H-pyrazole-5-carboxylate

→

tert-butyl 1-(4-fluoro-3-nitrophenyl)-3-isopropyl-1H-pyrazole-5-carboxylate

Ausbeute 44.0%

Lösungsmittel

CH2Cl2

Reaktionsbedingungen

Aufarbeitung

1. 1
   Trocknenpyridine (1 mL) with MS (activated 4A) and dried for 6 hours
2. 2
   FiltrationThe reaction mixture was filtered through a pad of Celite
3. 3
   EinengenThe filtrate was concentrated in vacuo
4. 4
   Sonstigepurified by silica gel column chromatography (EtOAc/hexane)

Vorschrift

4-Fluoro-3-nitrophenylboronic acid (0.9 g, 4.9 mmol) was dissolved in CH2Cl2 (10 mL) and pyridine (1 mL) with MS (activated 4A) and dried for 6 hours. A mixture of 4-fluoro-3-nitrophenylboronic acid, tert-butyl 3-isopropyl-1H-pyrazole-5-carboxylate (1.0 g, 4.9 mmol), copper(II) acetate (0.88 g, 4.9 mmol) and molecular sieves (4A activated, powder) was stirred at RT for 7 days open to the air. The reaction mixture was filtered through a pad of Celite. The filtrate was concentrated in vacuo and purified by silica gel column chromatography (EtOAc/hexane) to obtain tert-butyl 1-(4-fluoro-3-nitrophenyl)-3-isopropyl-1H-pyrazole-5-carboxylate (0.74 g, 44% yield). MS (ESI) m/z: 350.3 (M+H+).

Quelle