Reacción #5338

Ecuación de reacción

crude crystals

Methyl 2-ethoxy-1-[[2'-(ethoxycarbonyloxy-carbamimidoyl)biphenyl-4-yl]methyl]benzimidazole-7-carboxylate

1,8-diazabicyclo[5.4.0]undec-7-ene

→

title compound

Rendimiento 57.6%

Methyl 2-ethoxy-1-[[2'-(2,5-dihydro-5-oxo-1,2,4-oxadiazol-3-yl)biphenyl-4-yl]methyl]benzimidazole-7-carboxylate

Rendimiento 57.6%

Disolventes

ethyl acetate

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroThe reaction mixture was partitioned between ethyl acetate (50 ml) and 1N HCl (20 ml)
2. 2
   LavadoThe organic layer was washed with water
3. 3
   Otrodried
4. 4
   Concentraciónconcentrated to dryness
5. 5
   OtroThe residue was crystallized from chloroformethyl acetate

Procedimiento

The crude crystals (4.0 g) obtained in Example (57b) was dissolved in ethyl acetate (50 ml). To the solution was added 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU, 3.2 g), and the mixture was stirred for 2 hours at 80° C. The reaction mixture was partitioned between ethyl acetate (50 ml) and 1N HCl (20 ml). The organic layer was washed with water, dried and concentrated to dryness. The residue was crystallized from chloroformethyl acetate to afford the title compound as colorless prisms (2.1 g, 45%), which was in agreement with that obtained in Example (1d).

Fuente