Azepane → 4-(1-(4-(2-(Azepan-1-yl)ethoxy)phenyl)-2-(2-chlorobenzofuran-5-yl)but-1-enyl)phenol

Participants

Reaction Steps

According to the same procedure as example 1, step E described, 4-(2-(2-chlorobenzofuran-5-yl)-1-(4-(2-chloroethoxy)phenyl)but-1-enyl)phenol (220 mg, 1.0 eq, made by example 11, step D) was reacted with azepane (500 mg) in MeOH under reflux to give the desired product (105 mg, 48%, Z/E=1/1). 1H NMR (400 MHz, CDCl3) δ 7.22 (d, J=1.6 Hz, 1H), 7.19 (d, J=8.4 Hz, 1H), 7.14 (d, J=8.4 Hz, 1H), 7.07 (d, J=8.8 Hz, 1H), 6.97-7.01 (m, 1H), 6.87 (d, J=8.4 Hz, 1H), 6.84 (d, J=8.4 Hz, 1H), 6.75 (d, J=8.8 Hz, 1H), 6.76 (d, J=8.8 Hz, 1H), 6.50 (d, J=8.4 Hz, 1H), 6.45 (d, J=8.8 Hz, 1H), 6.43-6.44 (m, 1H), 4.46-4.48 (m, 1H), 4.25-4.27 (m, 1H), 3.00-3.71 (m, 6H), 2.44-2.51 (m, 2H), 1.73-2.00 (m, 8H), 0.91 (t, J=7.6 Hz, 3H); m/z=516[M+1]+.

Provenance & Evidence