4-Morpholinecarbonyl chloride → 2-(4-Methoxy-benzyl)-8-[(3S,4S)-1-(morpholine-4-carbonyl)-4-phenyl-pyrrolidin-3-ylmethyl]-2,8-diaza-spiro[4.5]decan-1-one Hydrochloride

Participants

Reaction Steps

To a solution of 2-(4-methoxy-benzyl)-8-((3R,4S)-4-phenyl-pyrrolidin-3-ylmethyl)-2,8-diaza-spiro[4.5]decan-1-one (60 μmol) in anhydrous DCM (1 mL) was added 4-morpholinecarbonyl chloride (21 μL, 180 μmol). The reaction mixture was stirred overnight at room temperature. Saturated sodium bicarbonate aqueous solution was added to the reaction mixture and the aqueous layer washed with DCM (3×2 mL). The organic layer was then concentrated in vacuo and purified by semi-preparative HPLC (Method D) and lyophilized to give Compound 157 as a colorless solid (6.2 mg, 19%).

Provenance & Evidence