3-AMINO-1-CYCLOPENTYL-1H-PYRAZOLE-4-CARBONITRILE

Compound 2 and 3; 3-Amino-1-cyclopentyl-1H-pyrazole-4-carbonitrile; 5-Amino-1-cyclopentyl-1H-pyrazole-4-carbonitrile; 3-Amino-4-pyrazolecarbonitrile 1 (Acros, 4.32 g, 40.0 mmol), cyclopentylbromide (Acros, 7.15 g, 48 mmol) and anhydrous potassium carbonate (Fisher, 6.60 g, 48 mmol) were suspended in 30 mL anhydrous DMF and heated at 80° C. under argon overnight. An additional 3.5 g (23.5 mmol) of cyclopentylbromide and 3.3 g (24 mmol) of potassium carbonate were added and the reaction was subjected to an additional six hours at 80° C. The reaction was permitted to cool and the DMF was removed on a rotary evaporator. Water was added (100 mL) and the organics were extracted with dichloromethane (3.x.100 mL). The combined dichloromethane fractions were washed with water (50 mL) and brine (50 mL) and were dried (magnesium sulfate). Concentration of the organics afforded a solid which was subjected to flash chromatography on silica gel (2:1 hexane: ethyl acetate). Two white solids were obtained: 3 (1.67 g, 24percent) elutes first and 2 (4.56 g, 65percent) elutes second. Compound 2: mp 129-131° C.; MS (ESTo 3-amino-lH-pyrazole-4-carbonitrile (4.32 g, 40 mmol) in DMF (30 mL) were added K2CO

Molecular Weight:176.22
XLogP3:1.3
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:1
Exact Mass:176.106196400
Monoisotopic Mass:176.106196400
Topological Polar Surface Area:67.6
Heavy Atom Count:13
Complexity:225
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes