Reaktion #308528

Reaktionsgleichung

Isonicotinic acid hydrazide

4-carboxymethoxypiperidine-1-carboxylic acid tert-butyl ester

ethyl-(3-dimethylaminopropyl)carbodiimide

N-hydroxybenzotriazole

→

title compound

4-{2-Oxo-2-[N′-(pyridine-4-carbonyl)hydrazino]ethoxy}piperidine-1-carboxylic acid tert-butyl ester

Lösungsmittel

CH2Cl2

CH2Cl2

Reaktionsbedingungen

Aufarbeitung

1. 1
   Waschenwashed with water (30 ml), saturated aqueous NaHCO3 (30 ml) and brine (30 ml)
2. 2
   TrocknenAfter drying (MgSO4) the solvent
3. 3
   Sonstigewas removed

Vorschrift

A solution of 4-carboxymethoxypiperidine-1-carboxylic acid tert-butyl ester (Preparation 1, 1.25 g, 4.82 mmol), ethyl-(3-dimethylaminopropyl)carbodiimide (924 mg, 4.82 mmol) and N-hydroxybenzotriazole (651 mg, 4.82 mmol) in anhydrous CH2Cl2 (30 ml) were stirred at rt for 10 min. Isonicotinic acid hydrazide (601 mg, 4.38 mmol) was added in one portion and stirring continued for a further 18 h. The reaction mixture was diluted with CH2Cl2 (150 ml) and washed with water (30 ml), saturated aqueous NaHCO3 (30 ml) and brine (30 ml). After drying (MgSO4) the solvent was removed to afford the title compound: RT=2.89 min; m/z (ES+)=379.1 [M+H]+.

Quelle