Example 13
35 mg of 1-cyano-2-phenyl-3-(pyridin-4-yl)isourea (28) and 50 mg of 1-benzoyl-4-(5′-amino-1′-pentyl)piperazine (6) was dissolved in 5 ml of acetonitrile, and 20.8 μl of triethyl amine was added and stirred overnight at 30° C. (30 hrs). The reaction solution was concentrated under reduced pressure, and directly separated by column chromatography (ethyl acetate/methanol=10:1-5:1 vol/vol, gradient elution), to obtain about 60 mg of a sticky target compound 2-cyano-1-(5-((1-(benzoyl)piperazine-4-yl)pentyl)-3-(4-pyridinyl)guanidine (BSS-PC003). 1HNMR (400 MHz, CDCl3): δ=8.47-8.29 (m, 2H), 7.41-7.36 (d, 3H), 7.31-7.27 (m, 2H), 7.17-7.03 (m, 2H), 6.02-5.92 (m, 1H, N—H), 3.09-3.03 (m, 4H), 2.89-2.71 (m, 2H), 2.57-2.48 (m, 2H), 2.48-2.43 (m, 2H), 2.41-2.32 (m, 4H), 1.57-1.41 (m, 4H); [M+H]: 420.3.
