2-(3,5-difluorophenoxy)-N-methylethanamine

反応条件: temp:0.00; pressure:0.00; stir:

反応条件: temp:0.00; pressure:0.00; stir:

反応条件: temp:50.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: A mixture of [2-(3,5-difluoro-phenoxy)-ethyl]-methyl-amine (0.63 g, 3.4 mmol), 2-(3-bromo-propyl)-isoindole-1,3-dione (1.03 g, 3.8 mmol), 30% potassium fluoride on Celite® (1.35 g, 7 mmol) and acetonitrile (30 ml) was stirred for 20 hours at 50° C. The solvent was concentrated and the residue was dissolved in ethyl acetate. The Celite was filtered off, the solution was washed with water, then the organic phase was dried over magnesium sulfate and concentrated. The residue was chromatographed on silicagel eluting with methylene chloride-methanol (97-3) to give 2-(3-{[2-(3,5-difluoro-phenoxy)-ethyl]-methyl-amino}-propyl)-isoindole-1,3-dione (1 g, 78.6%). The solvent was concentrated the residue was dissolved in ethyl acetate The Celite was filtered off the solution was washed with water the organic phase was dried over magnesium sulfate concentrated The residue was chromatographed on silicagel eluting with methylene chloride-methanol (97-3)

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: A mixture of methanesulfonic acid 2-(3,5-difluoro-phenoxy)-ethyl ester (1.2 g, 4.76 mmol), THF (30 ml) and 40% aqueous monomethylamine (30 ml) was heated under reflux for 8 hours. The reaction mixture was poured on water and extracted 3 times with diethyl ether (3×20 ml). The orghanic phase was washed with water, dried over magnesium sulfate and concentrated to dryness. The residue was chromatographed on silicagel eluting with methylene chloride-methanol (9-1) to give [2-(3,5-difluoro-phenoxy)-ethyl]-methyl-amine (0.63 g, 71%). was heated under reflux for 8 hours The reaction mixture was poured on water extracted 3 times with diethyl ether (3×20 ml) The orghanic phase was washed with water dried over magnesium sulfate concentrated to dryness The residue was chromatographed on silicagel eluting with methylene chloride-methanol (9-1)