Reaktion #358881

Reaktionsgleichung

1-(2-chloroethyl)-pyrrolidine hydrochloride

K2CO3

5-nitroindazole

→

5-nitro-2-(2-pyrrolidin-1-yl-ethyl)-2H-indazole

Lösungsmittel

acetonitrile

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturrefluxed for a further 5 h
2. 2
   TemperaturAfter the solution has cooled the insoluble salts
3. 3
   Filtrationare filtered off
4. 4
   TrocknenThe organic phase is dried over MgSO4
5. 5
   workup.ADDITIONA 4:1 mixture of 5-nitro-1-(2-pyrrolidin-1-yl-ethyl)-1H-indazole

Vorschrift

10.5 g (62.0 mmol) 1-(2-chloroethyl)-pyrrolidine hydrochloride and 12.9 g (93.0 mmol) K2CO3 are added successively to a solution of 5.00 g (31.0 mmol) 5-nitroindazole in 100 mL acetonitrile. The reaction solution is stirred for 2 h at RT and refluxed for a further 5 h. After the solution has cooled the insoluble salts are filtered off and the solvent is eliminated i.vac. The residue is taken up in EtOAc and water. The organic phase is dried over MgSO4 and the solvent is eliminated i.vac. A 4:1 mixture of 5-nitro-1-(2-pyrrolidin-1-yl-ethyl)-1H-indazole and 5-nitro-2-(2-pyrrolidin-1-yl-ethyl)-2H-indazole is obtained. The purification is carried out by column chromatography on Alox (PE/EtOAc 3:2).

Quelle