Methanesulfonic Acid → HCID 178477847, compound

Participants

Reaction Steps

To a stirred solution of 8-Chloro-6,11-dihydro-11-(4-piperidinylidene)-5H-benzo[5,6]cyclohepta[1,2-b]pyridine (10) (284 mg; 0.914 mmol), (disclosed in published application WO 95/10516, Apr. 20, 1995), -[1-(triphenylmethyl)-1H-imidazol-4-yl]-hexanal (7) (393 mg; 0.962 mmol) and methanesulfonic acid (0.06 mL; 0.914 mmol)) in anhydrous methanol (10 mL), was added anhydrous magnesium sulfate (220 mg). The resultant suspension was stirred at room temperature for 30 min. A 1.0M solution of sodium cyanoborohydride in tetrahydrofuran (0.64 mL; 0.64 mmol) was added and the resultant mixture allowed to stir at room temperature for 23 h. The reaction mixture was filtered through Celite, and the filtrate evaporated under reduced pressure to obtain the mesylate salt of the imidazole-N-tritylated precursor of the title compound as a pink glass, which was detritylated without further purification. FABMS: 703 (MH+; 35%); 243 (Ph3C+; 100%).

Provenance & Evidence