Morpholine → N-[5-(cycloheptylamino)[1,2,4]triazolo[1,5-a]pyridin-2-yl]-4-(morpholin-4-ylmethyl)benzamide

Participants

Reaction Conditions

Reaction Steps

The title compound was prepared following procedure described for intermediate B1, but starting from N5-cycloheptyl[1,2,4]triazolo[1,5-a]pyridine-2,5-diamine ((A10), 123 mg; 0.50 mmol; 1.0 eq.) and 4-(chloromethyl)benzoyl chloride (142 mg; 0.75 mmol; 1.5 eq.). Solvents were removed under reduced pressure to yield a gummy solid that was resuspended in morpholine (1.74 g; 20.0 mmol; 10.0 eq.) and the mixture was stirred at 60° C. for 2 h. After this time, reaction mixture was cooled down to rt, solvents were evaporated under reduced pressure and the residue washed with Et2O (4×5 mL). A solid crystallized in the Et2O phase which, after filtration, gave the title compound as a white solid (90 mg, 40%). HPLC, Rt: 3.99 min. (purity 98.9%). LC/MS, M+(ESI): 423.1, M−(ESI): 421.1.

Provenance & Evidence