N-Methylbutylamine → HCID 67435331, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of the compound obtained in Example 1 (50 mg), tris(dibenzylideneacetone)dipalladium (0.9 mg), 2-(dicyclohexylphosphino)-2′-(N,N-dimethylamino)biphenyl (1.5 mg), n-butylmethylamine (29 μL) and 1.0M lithium bis(trimethylsilyl)amide/tetrahydrofuran (0.35 mL) was stirred at 110° C. for 10 minutes by using Microwave Synthetic System (Discover; CEM Ltd.). The reaction mixture was diluted with ethyl acetate and thereto was added water. The organic layer was separated and evaporated in vacuo. The residue was purified by HPLC (XTerra Prep MS C18 column; Waters Inc., solvent; water/methanol=1:1→5:95), dissolved in tert-buthanol and lyophilized to give (3R)-1-[[4-(n-butylmethylamino)phenyl](4-chlorophenyl)methyl]-3-[[4-(trifluoromethoxy)benzoyl]amino]pyrrolidine (12.6 mg, yield: 23%; compound a) and (3R)-1-[bis-[4-(n-butylmethylamino)phenyl]methyl]-3-[[4-(trifluoromethoxy)benzoyl]amino]pyrrolidine (18.0 mg, yield: 30%; compound b) as a powder, respectively.

Provenance & Evidence