Potassium Carbonate → HCID 22346208, compound

Temperature

60 °C

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.

1. temperatureto cool
2. customwas then partitioned between ethyl acetate (50 ml) and water (50 ml)
3. washThe ethyl acetate layer was washed with brine (30 ml)
4. dry with materialdried over anhydrous magnesium sulphate
5. customThe solvent was removed
6. customto give a residue that
7. customwas purified by chromatography on silica gel eluting with dichloromethane:methanol (98:2 by volume)
8. temperatureincreasing in polarity to dichloromethane

ORD record

ord-be190ee360a443bc991fd76b206cc173

Source dataset

uspto-grants-2005_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06921753B2