Ethyl Acetate → 5-Nitro-2-(1-pyrrolidinyl)pyridine

HRID 413268

Reaktionsgleichung

Reaktionsgleichung von HRID 413268
Cl[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][N:3]=1.C(=O)([O-])[O-].[K+].[K+].[NH:17]1[CH2:21][CH2:20][CH2:19][CH2:18]1.CCOC(C)=O>CN(C=O)C>[N+:8]([C:5]1[CH:6]=[CH:7][C:2]([N:17]2[CH2:21][CH2:20][CH2:19][CH2:18]2)=[N:3][CH:4]=1)([O-:10])=[O:9]

Komponenten

6

Edukt 4

HCID 8857Ethyl AcetateHCID 11430Potassium CarbonateHCID 31268PyrrolidineHCID 783082-Chloro-5-nitropyridine

Produkt 1

HCID 3168235-Nitro-2-(1-pyrrolidinyl)pyridine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a stirring mixture of 2-chloro-5-nitropyridine (5.0 g, 31.5 mmol), potassium carbonate (7.0 g, 50.4 mmol), in 65 ml of DMF add pyrrolidine (6.7 g, 95 mmol) and stir at room temperature for 72 h. Dilute reaction mixture with 100 ml EtOAc and wash 2 times with 100 ml saturated NaHCO3, and 2 times with 100 ml of brine. Dry organics over Na2SO4, and evaporate in vacuo to obtain 5-nitro-2-pyrrolidin-1-yl-pyridine. Mass spec.: m+1=194 (AP+).

Aufarbeitung

  1. additionDilute
  2. washwash 2 times with 100 ml saturated NaHCO3, and 2 times with 100 ml of brine
  3. customDry organics over Na2SO4, and evaporate in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-849e704475b84796bac2f6bf0cb50237
Quelldatensatz
uspto-grants-2003_05
Patentnummer
US06566367B2

Verknüpfte Notizen

Wird geladen…