N-(2-Aminoethyl)piperidine → HCID 178483553, compound

Participants

Reaction Steps

Compound 7 (45 mg, 0.089 mmol) was suspended in 1-(2-aminoethyl)piperidine (0.5 ml) in a microwave reaction vessel. The tube was flushed with nitrogen, sealed and treated at 150° C. for 10 min in the microwave. The amine was then evaporated off under high vacuum. The crude mixture was purified by HPLC to obtain 8 as a blue solid. Yield 8 (6.62 mg, 0.0096 mmol, 10.8%): 1H NMR (CDCl3) δ: 1.47(m, 4H), 1.64(m, 8H), 1.90(5q, 4H, J=7.3 Hz), 2.26(s, 12H), 2.43(t, 4H, J=7.3 Hz), 2.51(m, 8H), 2.73(t, 4H, J=6.5 Hz), 3.58(m, 4H), 4.22(t, 4H, J=7.5 Hz), 8.07(s, 2H), 9.50(t, 2H, J=4.9 Hz); 13C NMR (CDCl3) δ: 24.44(2×CH2), 26.06(4×CH2, 2×CH2), 38.66(2×CH2), 40.49(2×CH2), 45.34(4×CH2), 54.57(4×CH3), 57.29(2×CH2), 57.38(2×CH2), 101.97(2×C), 118.38(2×CH), 121.07(2×C), 125.62(2×C), 148.90(2×C), 163.05(2×C═O), 165.79(2×C═O); HRMS (ES+) calcd C38H56N8O4 [M+2H]2+ 345.2285. Found: 345.2293.

Provenance & Evidence