3-(Chloromethyl)pyridine hydrochloride → 4-[2-({4-[[3-(4-Chlorophenyl)propyl](methyl)amino]-6-[4-(3-pyridinylmethyl)-1-piperazinyl]-1,3,5-triazin-2-yl}amino)ethyl]phenol

Participants

Reaction Steps

The title compound was prepared in 48% yield via the procedure outlined for Example 5 using 4-(2-{[4-[[3-(4-chlorophenyl)propyl](methyl)amino]-6-(1-piperazinyl)-1,3,5-triazin-2-yl]amino}ethyl)phenol and 3-chloromethyl pyridine hydrochloride to give an off-white glass: 1H NMR (CDCl3, 400 MHz) δ 8.49-8.44 (m, 2H), 7.63 (d, 1H, J=7.6), 7.22 (t, 1H, J=4.8), 7.19-7.13 (m, 2H), 7.12-7.01 (m, 2H), 6.94 (d, 2H, J=8.0), 6.63 (d, 2H, J=8.0), 3.85-3.60 (m, 4H), 3.60-3.45 (m, 6H), 2.98 (s, 3H), 2.70 (t, 2H, J=6.4), 0.51 (m, 2H), 2.35 (m, 4H), 1.79(m, 2H); low resolution MS (ES+) m/e 574 (MH+); TLC (CH2Cl2/EtOAc/MeOH (5:5:1): Rf=0.43; Anal. calcd. for C31H37N8OCl: C, 64.96; H, 6.51; N, 19.55. Found: C, 64.72; H, 6.58; N, 19.46.

Provenance & Evidence