Potassium Carbonate → N-[4-(1-{3-[(diphenylacetyl)amino]propyl}4-piperidinyl)phenyl]-2-methylpropanamide

Participants

Reaction Steps

A mixture of 2-methyl-N-[4-(4-piperidinyl)phenyl]propanamide (50.0 mg, 2.0 mmol), N-(3-bromopropyl)-2,2-diphenylacetamide (64.2 mg, 0.2 mmol), K2CO3 (55.0 mg, 4.0 mmol), and Nal (45.0 mg, 0.3 mmol) in 2 mL of DMF was stirred at room temperature for 10 minutes followed by heating to 80–90° C. for 12 h. The reaction mixture was cooled to room temperature and purified by preparative TLC (silica gel, EtOAc/NH3 (2 M in MeOH); 95:5) to afford N-[4-(1-{3-[(diphenylacetyl)amino]propyl}-4-piperidinyl)phenyl]-2-methylpropanamide as a colorless oil (15.7 mg, 32%): ESMS m/e: 498.3 (M+H)+.

Provenance & Evidence