Potassium Carbonate → 5-Nitro-2-(1-pyrrolidinyl)pyridine

HRID 541220

Reaktionsgleichung

Reaktionsgleichung von HRID 541220
Cl[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][N:3]=1.[NH:11]1[CH2:15][CH2:14][CH2:13][CH2:12]1.C(=O)([O-])[O-].[K+].[K+]>CC#N>[N+:8]([C:5]1[CH:6]=[CH:7][C:2]([N:11]2[CH2:15][CH2:14][CH2:13][CH2:12]2)=[N:3][CH:4]=1)([O-:10])=[O:9]

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 31268PyrrolidineHCID 783082-Chloro-5-nitropyridine

Produkt 1

HCID 3168235-Nitro-2-(1-pyrrolidinyl)pyridineAusbeute 93,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

A mixture of 2-chloro-5-nitropyridine (1.58 g, 10.00 mmol, 1.00 equiv), pyrrolidine (710 mg, 10.00 mmol, 1.00 equiv) and potassium carbonate (2.76 g, 20.00 mmol, 2.00 equiv) in CH3CN (20 mL) was stirred at 60° C. in an oil bath. After 2 h, the reaction mixture was allowed to reach ambient temperature. The solids were filtered off and the filtrate was concentrated under reduced pressure. The residue was triturated with 1×20 mL of petroleum ether to yield 1.8 g (93%) of the title compound as a yellow solid.

Aufarbeitung

  1. customto reach ambient temperature
  2. filtrationThe solids were filtered off
  3. concentrationthe filtrate was concentrated under reduced pressure
  4. customThe residue was triturated with 1×20 mL of petroleum ether

Quellen und Nachweise

ORD-Eintrag
ord-0bdde35aaa0c4ac2b570c8202a064e76
Quelldatensatz
uspto-grants-2014_10
Patentnummer
US08871790B2

Verknüpfte Notizen

Wird geladen…