Reacción #7012

Ecuación de reacción

hydrazine

tert-butyl malonate

1-hydroxybenzotriazole hydrate

triethylamine

1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride

→

title compound

3-Oxo-3-[N′-(3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-4-carbonyl)-hydrazino]-propionic acid tert-butyl ester

Disolventes

dichloromethane

dichloromethane

Condiciones de reacción

Tratamiento posterior

1. 1
   Lavadowashed with water (150 ml)
2. 2
   Secadodried (MgSO4)
3. 3
   Otroevaporated under reduced pressure
4. 4
   OtroThe residual oil was purified by column chromatography on silica gel

Procedimiento

A mixture of the hydrazine from preparation 35 (2.2 g, 10 mmol), tert-butyl malonate (1.6 g, 10 mmol), 1-hydroxybenzotriazole hydrate (2.02 g, 15 mmol), triethylamine (4.8 ml, 20 mmol) and 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (2.4 g, 12.5 mmol) in dichloromethane (50 ml) was stirred at room temperature for 5 hours. The reaction was diluted with dichloromethane (200 ml), washed with water (150 ml), dried (MgSO4) and evaporated under reduced pressure. The residual oil was purified by column chromatography on silica gel using ethyl acetate as eluant to afford the title compound, as a white solid, 1.4 g.

Fuente