Ethylenediamine → Tert-butyl 6-[(2-aminoethyl)amino]pyridine-3-carboxylate

HRID 1825434Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1825434
Cl[C:2]1[N:7]=[CH:6][C:5]([C:8]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9])=[CH:4][CH:3]=1.[CH2:15]([NH2:18])[CH2:16][NH2:17]>>[NH2:17][CH2:16][CH2:15][NH:18][C:2]1[N:7]=[CH:6][C:5]([C:8]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9])=[CH:4][CH:3]=1

Komponenten

3

Edukt 2

HCID 3301EthylenediamineHCID 11521348Tert-butyl 6-chloropyridine-3-carboxylate

Produkt 1

HCID 22142445Tert-butyl 6-[(2-aminoethyl)amino]pyridine-3-carboxylate

Versuchsvorschrift

The tert-butyl 6-chloropyridine-3-carboxylate was heated with ethylenediamine (20 ml) at 80° C. overnight. The solvent was removed in vacuo. The residue was partitioned between dichloromethane and 2.5 M aqueous sodium hydroxide solution. The aqueous layer was extracted a further three times with dichloromethane. The combined organic layers were washed with water, dried and concentrated in vacuo to give tert-butyl 6-[(2-aminoethyl)amino]pyridine-3-carboxylate.

Aufarbeitung

  1. customThe solvent was removed in vacuo
  2. customThe residue was partitioned between dichloromethane and 2.5 M aqueous sodium hydroxide solution
  3. extractionThe aqueous layer was extracted a further three times with dichloromethane
  4. washThe combined organic layers were washed with water
  5. customdried
  6. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-8705ee0f02a6423092fd41815e972578
Quelldatensatz
uspto-grants-2006_05
Patentnummer
US07045519B2

Notizen zur Reaktion

Wird geladen…