tert-butyl N-[2-(cyclopentylamino)ethyl]carbamate

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: tert-Butyl 2-aminoethylcarbamate (3.0 g, 18.8 mmol) (Preparation 54) was dissolved in cyclopentanone (30 ml). Pearlman's Catalyst (0.1 g) was added and the reaction mixture was stirred under an atmosphere of hydrogen gas (414 kPa, 100 psi) for 48 hours. The catalyst was filtered off through Arbocel (Trade Mark) and the solvent was removed under reduced pressure. The residue was purified by column chromatography on silica gel eluting with dichloromethane:methanol:0.88 concentrated aqueous ammonia (95:5:0.5 by volume) increasing in polarity to dichloromethane:methanol:0.88 concentrated aqueous ammonia (90:10:1 by volume). The solvent was removed under reduced pressure to give the title compound (1.5 g) as an oil. The catalyst was filtered off through Arbocel (Trade Mark) the solvent was removed under reduced pressure The residue was purified by column chromatography on silica gel eluting with dichloromethane methanol:0.88 concentrated aqueous ammonia (95:5:0.5 by volume) increasing in polarity to dichloromethane The solvent was removed under reduced pressure

Conditions: temp:60.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Iodocyclopentane (1.68 g, 8.6 mmol) was added to a suspension of potassium carbonate (1.8 g, 13.2 mmol) and tert-butyl 2-[cyclopentylamino]ethylcarbamate (1.5 g, 6.6 mmol) (Preparation 53) in N′,N′-dimethylformamide (10 ml). The reaction mixture was stirred at 60° C. for 72 hours. The reaction mixture was allowed to cool and was then partitioned between ethyl acetate (50 ml) and water (50 ml). The ethyl acetate layer was washed with brine (30 ml) and dried over anhydrous magnesium sulphate. The solvent was removed to give a residue that was purified by chromatography on silica gel eluting with dichloromethane:methanol (98:2 by volume) increasing in polarity to dichloromethane:methanol:0.88 concentrated aqueous ammonia (90:10:1 by volume) to give the title compound (64 mg) as a brown oil. to cool was then partitioned between ethyl acetate (50 ml) and water (50 ml) The ethyl acetate layer was washed with brine (30 ml) dried over anhydrous magnesium sulphate The solvent was removed to give a residue that was purified by chromatography on silica gel eluting with dichloromethane:methanol (98:2 by volume) increasing in polarity to dichloromethane

Conditions: temp:60.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Iodocyclopentane (1.68 g, 8.6 mmol) was added to a suspension of potassium carbonate (1.8 g, 13.2 mmol) and tert-butyl 2-[cyclopentylamino]ethylcarbamate (1.5 g, 6.6 mmol) (Preparation 53) in N′,N′-dimethylformamide (10 ml). The reaction mixture was stirred at 60° C. for 72 hours. The reaction mixture was allowed to cool and was then partitioned between ethyl acetate (50 ml) and water (50 ml). The ethyl acetate layer was washed with brine (30 ml) and dried over anhydrous magnesium sulphate. The solvent was removed to give a residue that was purified by chromatography on silica gel eluting with dichloromethane:methanol (98:2 by volume) increasing in polarity to dichloromethane:methanol:0.88 concentrated aqueous ammonia (90:10:1 by volume) to give the title compound (64 mg) as a brown oil. to cool was then partitioned between ethyl acetate (50 ml) and water (50 ml) The ethyl acetate layer was washed with brine (30 ml) dried over anhydrous magnesium sulphate The solvent was removed to give a residue that was purified by chromatography on silica gel eluting with dichloromethane:methanol (98:2 by volume) increasing in polarity to dichloromethane

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: tert-Butyl 2-aminoethylcarbamate (3.0 g, 18.8 mmol) (Preparation 54) was dissolved in cyclopentanone (30 ml). Pearlman's Catalyst (0.1 g) was added and the reaction mixture was stirred under an atmosphere of hydrogen gas (414 kPa, 100 psi) for 48 hours. The catalyst was filtered off through Arbocel (Trade Mark) and the solvent was removed under reduced pressure. The residue was purified by column chromatography on silica gel eluting with dichloromethane:methanol:0.88 concentrated aqueous ammonia (95:5:0.5 by volume) increasing in polarity to dichloromethane:methanol:0.88 concentrated aqueous ammonia (90:10:1 by volume). The solvent was removed under reduced pressure to give the title compound (1.5 g) as an oil. The catalyst was filtered off through Arbocel (Trade Mark) the solvent was removed under reduced pressure The residue was purified by column chromatography on silica gel eluting with dichloromethane methanol:0.88 concentrated aqueous ammonia (95:5:0.5 by volume) increasing in polarity to dichloromethane The solvent was removed under reduced pressure

Conditions: temp:60.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Iodocyclopentane (1.68 g, 8.6 mmol) was added to a suspension of potassium carbonate (1.8 g, 13.2 mmol) and tert-butyl 2-[cyclopentylamino]ethylcarbamate (1.5 g, 6.6 mmol) (Preparation 53) in N′,N′-dimethylformamide (10 ml). The reaction mixture was stirred at 60° C. for 72 hours. The reaction mixture was allowed to cool and was then partitioned between ethyl acetate (50 ml) and water (50 ml). The ethyl acetate layer was washed with brine (30 ml) and dried over anhydrous magnesium sulphate. The solvent was removed to give a residue that was purified by chromatography on silica gel eluting with dichloromethane:methanol (98:2 by volume) increasing in polarity to dichloromethane:methanol:0.88 concentrated aqueous ammonia (90:10:1 by volume) to give the title compound (64 mg) as a brown oil. to cool was then partitioned between ethyl acetate (50 ml) and water (50 ml) The ethyl acetate layer was washed with brine (30 ml) dried over anhydrous magnesium sulphate The solvent was removed to give a residue that was purified by chromatography on silica gel eluting with dichloromethane:methanol (98:2 by volume) increasing in polarity to dichloromethane

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: tert-Butyl 2-aminoethylcarbamate (3.0 g, 18.8 mmol) (Preparation 54) was dissolved in cyclopentanone (30 ml). Pearlman's Catalyst (0.1 g) was added and the reaction mixture was stirred under an atmosphere of hydrogen gas (414 kPa, 100 psi) for 48 hours. The catalyst was filtered off through Arbocel (Trade Mark) and the solvent was removed under reduced pressure. The residue was purified by column chromatography on silica gel eluting with dichloromethane:methanol:0.88 concentrated aqueous ammonia (95:5:0.5 by volume) increasing in polarity to dichloromethane:methanol:0.88 concentrated aqueous ammonia (90:10:1 by volume). The solvent was removed under reduced pressure to give the title compound (1.5 g) as an oil. The catalyst was filtered off through Arbocel (Trade Mark) the solvent was removed under reduced pressure The residue was purified by column chromatography on silica gel eluting with dichloromethane methanol:0.88 concentrated aqueous ammonia (95:5:0.5 by volume) increasing in polarity to dichloromethane The solvent was removed under reduced pressure

Conditions: temp:60.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Iodocyclopentane (1.68 g, 8.6 mmol) was added to a suspension of potassium carbonate (1.8 g, 13.2 mmol) and tert-butyl 2-[cyclopentylamino]ethylcarbamate (1.5 g, 6.6 mmol) (Preparation 53) in N′,N′-dimethylformamide (10 ml). The reaction mixture was stirred at 60° C. for 72 hours. The reaction mixture was allowed to cool and was then partitioned between ethyl acetate (50 ml) and water (50 ml). The ethyl acetate layer was washed with brine (30 ml) and dried over anhydrous magnesium sulphate. The solvent was removed to give a residue that was purified by chromatography on silica gel eluting with dichloromethane:methanol (98:2 by volume) increasing in polarity to dichloromethane:methanol:0.88 concentrated aqueous ammonia (90:10:1 by volume) to give the title compound (64 mg) as a brown oil. to cool was then partitioned between ethyl acetate (50 ml) and water (50 ml) The ethyl acetate layer was washed with brine (30 ml) dried over anhydrous magnesium sulphate The solvent was removed to give a residue that was purified by chromatography on silica gel eluting with dichloromethane:methanol (98:2 by volume) increasing in polarity to dichloromethane