Reacción #1108093

Ecuación de reacción

2-cyclopent-1-enyl-1H-indol-4-ol

cesium carbonate

4-(2-chloroethyl)morpholine hydrochloride

NaI

→

2-cyclopent-1-enyl-4-(2-morpholin-4-yl-ethoxy)-1H-indole

Rendimiento 52.0%

Disolventes

CH3CN

Condiciones de reacción

Tratamiento posterior

1. 1
   Otropartitioned between EtOAc and H2O
2. 2
   Lavadowashed with aqueous NaCl solution
3. 3
   Secadodried (MgSO4)
4. 4
   Concentraciónconcentrated under vacuum

Procedimiento

To 100 mg (0.503 mmol) of the intermediate 2-cyclopent-1-enyl-1H-indol-4-ol in 2 mL CH3CN was added 819 mg (2.51 mmol, 5 eq) cesium carbonate, 94 mg (0.503 mmol) of 4-(2-chloroethyl)morpholine hydrochloride and a catalytic amount of NaI. The reaction mixture was heated at 50° C. for 3 h, partitioned between EtOAc and H2O, washed with aqueous NaCl solution, dried (MgSO4), and concentrated under vacuum to yield 81 mg (52%) of 2-cyclopent-1-enyl-4-(2-morpholin-4-yl-ethoxy)-1H-indole.

Fuente