CYCLOBUTANECARBOXAMIDE

A solution of cyclobutyl carbonyl chloride (5 g, 42.37 mmol) in dichloromethane (20 mL) was treated with aqueous ammonia solution (20 mL) at -20 °C.The resulting reaction mixture was stirred overnight at room temperature. Volatiles were removed under vacuum. The precipitated solid was filtered and dried under vacuum to afford the cyclobutane carboxamide (3 g, 71 .77percent).A solution of cyclobutyl carbonyl chloride (5 g, 42.37 mmol) in dichloromethane (20 mL) was treated with aqueous ammonia solution (20 mL) at -20° C. The resulting reaction mixture was stirred overnight at room temperature. Volatiles were removed under vacuum. The precipitated solid was filtered and dried under vacuum to afford the cyclobutane carboxamide (3 g, 71.77percent). Example A.14 a) Preparation of Intermediate(17a) A solution of ciclobutanecarboxylic acid 1.91 mL, 16.6 mmol, 1 eq) in dry THF was treated with thionyl chloride (4 mL, 50 mmol, 3 eq) and refluxed for 2 h. Thereaction mixture was cooled to room temperature, diluted with DCM (5 mL) and evaporated at reduced pressure. The residue was dissolved in acetonitrile (31 mL), added dropwise to a stirred solution of ammonium hydroxide (59 mL) at 0°C and stirred at this temperature for 1 h. Then, the reaction mixture was poured into a separating funnel and extracted with EtOAc (15 mLX 2). The combined organic extracts were washed with0.1M HC1 acq. solution (20 mL), water (20 mL) and brine (20 mL), dried over anh. Na2SO4, filtered and finally evaporated, yielding intermediate 17a (0.31 g, yield 16percent) as a white so lid.

Molecular Weight:99.13
XLogP3:0.1
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:1
Exact Mass:99.068413911
Monoisotopic Mass:99.068413911
Topological Polar Surface Area:43.1
Heavy Atom Count:7
Complexity:86.1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes