Potassium Carbonate → HCID 18923790, compound

Participants

Reaction Steps

The 2-(4-hydroxyphenyl)-3-(4-methoxyphenyl)-6-phenylpyridine (2.0 g, 5 mmol), N-(2-chloroethyl)pyrrolidine hydrochloride (1.0 g, 5 mmol), and powdered K2CO3 (4.2 g, 30 mmol) were stirred in 200 mL methyl ethyl ketone and refluxed 20 h. The reaction mixture was worked up and the residue triturated with pet. ether, filtered, and dried in vacuo to give 2.1 g (84% yield) of an off-white solid: mp 100°-103° C.; 1H NMR (CDCl3) d 1.81-1.84 (m, 4H, pyrrolidine), 2.61-2.65 (m, 4H, pyrrolidine), 2.88-2.92 (t, 2H, J=6 Hz, NCH2), 3.83 (s, 3H, ArOCH3), 4.10-4.14 (t, 2H, J=6 Hz, OCH2), 6.81-6.87 (m, 4H, ArH), 7.15-7.18 (d, 2H, J=9 Hz, ArH) 7.42-7.50 (m, 5H, ArH), 7.73 (s, 2H, ArH), 8.13-8.16 (d, 2H, J=9 Hz, ArH); MS(FD) 450(M+). Anal. Calcd for C30H30N2O2 : C, 79.97; H, 6.71; N, 6.22. Found: C, 79.86; H, 6.09; N, 6.16.

Provenance & Evidence