(R,E)-2-((dimethylamino)methylene)-4-(2-fluorophenyl)-3,4-dihydronaphthalen-1(2H)-one → (R)-2-(2-(6-(2-fluorophenyl)-5,6-dihydrobenzo[h]quinazolin-2-ylamino)phenyl)ethanol

Participants

Reaction Steps

This was synthesized by using general procedure 6 except that (R,E)-2-((dimethylamino)methylene)-4-(2-fluorophenyl)-3,4-dihydronaphthalen-1(2H)-one reacted with 1-(2-(2-hydroxyethyl)phenyl)guanidine to give (R)-2-(2-(6-(2-fluorophenyl)-5,6-dihydrobenzo[h]quinazolin-2-ylamino)phenyl)ethanol. M.p.=162-163° C. 1H NMR 400 MHz (DMSO-d6) δ 9.05 (s, 1 H), 8.23-8.21 (m, 2 H), 7.81-7.79 (d, 1 H), 7.46-7.43 (m, 2 H), 7.30-7.22 (m, 4 H), 7.06-7.02 (m, 3 H), 6.82-6.77 (m, 1 H), 5.21 (t, J=4.4 Hz, 1 H), 4.65 (t, J=6.8 Hz, 1 H), 3.70-3.66 (m, 2 H), 3.19-3.04 (m, 2 H), 2.18 (t, J=6.0 Hz, 2 H). LCMS m/e 412 (M+H).

Provenance & Evidence