Dichloromethane → HCID 86676745, compound

Participants

Reaction Steps

To a solution of N,N′-di-Boc-N″-trifluoromethanesulfonylguanidine (1.72 g, 4.40 mmol) in anhydrous CH2Cl2 (20 mL) Et3N (674 μL, 4.84 mmol) and N-propargyl piperazine (600 mg, 4.84 mmol) are added. The mixture is left reacting at room temperature for 16 h, then the solvent is evaporated. The residue is taken up in EtOAc, and treated with a saturated aqueous NaHCO3 solution and brine. Crude compound is purified by flash chromatography (2:1 EtOAc-petr. et., Rf=0.37) giving compound 4 as a yellow oil (1.01 g, 2.77 mmol) in 63% yield. 1H NMR (CDCl3, 200 MHz) δ 9.61 (br, 1H), 3.44 (m, 4H), 3.16 (d, J=2.6 Hz, 2H), 2.41 (m, 4H), 2.18 (m, 1H), 1.27 (s, 9H) ppm.

Provenance & Evidence