1-Boc-4-methylpiperazine

Colorless Oil

To a solution of Compound 3A (1.00 g, 10.0 mmol) in tetrahydrofuran (10mL), di-tert-butyl dicarbonate (3.48 mL, 15.0 mmol) was added under ice-cooling and stirred at room temperature for 2 hours. The solution was concentrated and subjected to silica gel column chromatography. The fraction containing the desired compound was concentrated and dried under reduced pressure to yield Compound 3B (2.15 g, quantitative). To the ionic liquid [TPA][Pro] (1 mL) was added amine (1-14; Table-1) (1 mmol) and di-tert-butyl dicarbonate (1.2 mmol). The reaction was stirred at room temperature for an appropriate time (Table-1). After completion of the reaction as monitored by TLC, water was added to the reaction mixture and the product was extracted into ethyl acetate (3 × 20 mL). The combined organic layer was washed with brine solution and concentrated under reduced pressure to give crude product, which was purified over silica gel column to afford corresponding N-tert-butylcarbamate. The ionic liquid [TPA][Pro] in aqueous solution was recovered by removing water under reduced pressure and dried. The recovered ionic liquid was reused for five times without loss of its activity. Finally, all the compounds confirmed by their m.p.’s, IR, 1H NMR, 13C NMR, mass spectral data and elemental analysis wherever needed.

Used in the preparation of piperazine-1-carboxamide derivatives as fatty acid amide hydrolase (FAAH) inhibitors.

Molecular Weight:200.28
XLogP3:0.9
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:2
Exact Mass:200.152477885
Monoisotopic Mass:200.152477885
Topological Polar Surface Area:32.8
Heavy Atom Count:14
Complexity:203
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes