Ethanol → 5-(2-methyl-3-pyridinyl)-1-(4-{(1S,5R)-1-[4-(trifluoromethyl)phenyl]-3-azabicyclo[3.1.0]hex-3-yl}butyl)-2,4(1H,3H)-pyrimidinedione dihydrochloride

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Reaction Steps

A solution of 1-(4-chloro-butyl)-5-(2-methyl-pyridin-2-yl)-1H-pyrimidine-2,4-dione (Prep48, 100 mg, 0.34 mmol), (1S,5R)-1-(4-trifluoromethyl-phenyl)-3-aza-bicyclo[3.1.0]hexane (Prep4, 77 mg, 0.34 mmol), and DIPEA (132 μl, 1 mmol) in absolute EtOH (3 mL) was heated at 125° C. for 3 hours in a microwave oven. The solvent was removed under vacuum and the residue was partitioned between water and ethyl acetate. The organic phase was dried (Na2SO4), filtered and evaporated. The residue was dissolved in DCM and treated with PS-isocyanate resin (250 mg) under stirring for 3 h. After filtration and evaporation of the solvent, the crude was purified by flash chromatography with DCM-MeOH—NH4OH (98-2-0.2) to give the title compound (60 mg, 36% yield) as free base.

Provenance & Evidence