反应详情

To a solution of (E)-3-[5—(4-methylphenyl)furan-2-yl]acrylic acid (200 mg), 4-[N-methyl-N-(tetrahydropyran-4-yl)aminomethyl]aniline (212 mg) and triethylamine (0.15 ml) in DMF (10 ml) was added diethyl cyanophosphate (0.16 ml) at 0° C., and the mixture was stirred at room temperature for 3 hours. To the mixture was added ethyl acetate; and the mixture was washed with water and saturated sodiumlchloride solution, dried with magnesium sulfate and concentrated. The residue was separated and purified with column chromatography (ethanol/ethyl acetate=1:50→1:25→1:10) to give (E)-N-[4-[N-methyl-N-(tetrahydropyran-4-yl)aminomethyl]phenyl]-3-[5—(4-methylphenyl)furan-2-yl]acrylic amide (Compound 210) (87 mg) as brown amorphous. 1H-NMR (200 MHz, CDCl3) δ 1.53-1.85 (4H, m), 2.21 (3H, s), 2.38(3H, s), 2.54-2.72 (1H, m), 3.31-3.44 (2H, m), 3.56 (2H, s), 3.98-4.11 (2H, m), 6.52 (1H, d, J=15.4 Hz), 6.67-6.69 (2H, m), 7.22 (2H, d, J=8.0 Hz), 7.29 (2H, d, J=8.4 Hz), 7.41 (1H, s), 7.48-7.64 (5H, m).

1. washand the mixture was washed with water and saturated sodiumlchloride solution
2. dry with materialdried with magnesium sulfate
3. concentrationconcentrated
4. customThe residue was separated
5. custompurified with column chromatography (ethanol/ethyl acetate=1:50→1:25→1:10)