Potassium Carbonate → 4-(2-oxo-1,2,4,5-tetrahydro-1,3-benzodiazepin-3-yl)-piperidine-1-carboxylic Acid [(R)-2-[4-(4-methyl-piperazin-1-yl)-piperidin-1-yl]-2-oxo-1-(5,6,7,8-tetrahydro-naphthalen-2-ylmethyl)-ethyl]-amide

Participants

Reaction Steps

A mixture of 500 mg (1.02 mmol) (R)-2-{[4-(2-oxo-1,2,4,5-tetrahydro-1,3-benzodiazepin-3-yl)-piperidine-1-carbonyl]-amino}-3-(5,6,7,8-tetrahydro-naphthalen-2-yl)-propionic acid, 350 mg (1.09 mmol) TBTU, 0.19 mL (1.08 mmol) ethyldiisopropylamine and 30 mL THF was stirred for 30 min at RT, then combined with 195 mg (1.06 mmol) 1-methyl-4-piperidin-4-yl-piperazin and stirred overnight. The reaction mixture was poured onto 100 mL of a 15% K2CO3 solution and extracted twice with DCM. The combined organic extracts were dried, evaporated down under reduced pressure and the residue was purified by chromatography on silica gel. The product fractions were evaporated down under reduced pressure, the residue was triturated with diisopropylether, suction filtered and dried.

Provenance & Evidence