Cesium carbonate → HCID 59425321, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 3-cyano-6-nitroindole (3.74 g, 20.0 mmol), cyclobutylbromide (2.27 mL, 24.0 mmol), Cs2CO3 (13.04 g, 40.0 mmol) in DMF (20 mL) was stirred at 90° C. in a sealed tube for 3 days. After cooling, the mixture was poured into ice-water (200 mL) and the precipitate was filtered, washed with water and transferred to a Paar hydrogenator. The hydrogenation was carried out with 5% Pd/C (1.0 g), in MeOH (50 mL) and EtOAc (50 mL) at 60 psi of H2 for 24 h. The mixture was filtered through Celite, washed with MeOH and concentrated to dryness to provide 6-amino-1-cyclobutyl-3-cyanoindole (3.13 g, 74%).

Provenance & Evidence