Reacción #47642

Ecuación de reacción

4-(2-bicyclo[2.2.1]hept-7-yl-1-methoxycarbonyl-ethylamino)-3-(2-chloro-phenoxy)-but-2-enoic acid ethyl ester

→

3-bicyclo[2.2.1]hept-7-yl-2-[4-(2-chloro-phenoxy)-2-oxo-2,5-dihydro-pyrrol-1-yl]-propionic acid methyl ester

Rendimiento 47.2%

Disolventes

acetonitrile

Condiciones de reacción

Tratamiento posterior

1. 1
   ConcentraciónThe mixture was concentrated in vacuo
2. 2
   Otropurified by AnaLogix IntelliFlash flash chromatography (4 g column, 5% ethyl acetate/hexanes to 50% ethyl acetate/hexanes) which

Procedimiento

A solution of 4-(2-bicyclo[2.2.1]hept-7-yl-1-methoxycarbonyl-ethylamino)-3-(2-chloro-phenoxy)-but-2-enoic acid ethyl ester (83 mg, 0.19 mmol) in acetonitrile (2 mL) was placed in a sealed microwave reaction tube and heated in a microwave reactor at 150° C. for 6 h. The mixture was concentrated in vacuo and purified by AnaLogix IntelliFlash flash chromatography (4 g column, 5% ethyl acetate/hexanes to 50% ethyl acetate/hexanes) which afforded 3-bicyclo[2.2.1]hept-7-yl-2-[4-(2-chloro-phenoxy)-2-oxo-2,5-dihydro-pyrrol-1-yl]-propionic acid methyl ester (35 mg, 23%, over two steps) as a yellow oil.

Fuente