Ethanethiol → HCID 11495439, compound

Participants

Reaction Conditions

Reaction Steps

To mixture of 4-[2-(4,4-difluoro-piperidine-1-carbonyl)-1-methyl-1H-indol-5-yloxy]-1-isopropyl-1-methyl-piperidinium as monomethylsulfate salt (120 mg, 0.2 mmol, 1.0 eq.), lithium hydride (5 mg, 0.5 mmol, 2.5 eq.) in N,N-dimethylformamide (0.5 mL) was added ethanethiol (0.05 mL, 0.6 mmol, 2.7 eq.). The reaction mixture was stirred 1 h at 100° C., cooled down to room temperature and partitioned between water and ethyl acetate. The aqueous layer was extracted with ethyl acetate. The combined organic phases were dried over sodium sulfate then filtered and concentrated in vacuo. The crude mixture was purified by column chromatography on silica eluting with DCM/2N NH3 in methanol 19/1 to yield 89 mg (96%) of the title compound as white foam. MS (m/e): 420.5 (MH+, 100%).

Provenance & Evidence