反应详情

2-Methylthio-4-(2,4-dichlorophenyl)-5-(4-chlorophenyl)pyrimidine (from Reference Example 3) was reacted with 3,4-difluorobenzyl alcohol according to the procedures described in Example 1 to afford 2-(3,4-difluorobenzyloxy)-4-(2,4-dichlorophenyl)-5-(4-chlorophenyl)pyrimidine as the higher Rf product (95/5 hexane/ethyl acetate TLC. HPLC/MS: m/e=478 (M+); Rt=4.69 min; 1H-NMR 500 (CDCl3): δ 5.47 (s, 2H), 7.07 (d, J=9 Hz, 1H), 7.18-7.22 (m, 3H), 7.22-7.30 (m, 5H), 7.40 (d, J=2 Hz, 1H), 8.62 (s, 1H). 2-(3,4-Difluorobenzyloxy)-4-(2-chloro-4-thiomethylphenyl)-5-(4-chlorophenyl)pyrimidine was obtained as the lower Rf product which was the by-product of the thiomethyl anion displacement of the 4-chloro substituent on the 4-(2,4-dichlorophenyl) ring. HPLC/MS: m/e=489 (M+1); Rt=4.59 min; 1H-NMR 500 MHz (CDCl3): δ 2.52 (s, 3H), 5.47 (s, 2H), 7.0-7.10 (m, 2H), 7.15-7.21 (m, 3H), 7.24-7.30 (m, 3H), 7.40 (m, 2H), 8.60 (s, 1H).