2-(Bromomethyl)pyridine hydrobromide → 1-[3-Chloro-5-[3-(4-fluoro-phenyl)-butoxy]-4-methoxy-2-methyl-6-(pyridin-2-ylmethoxy)-phenyl]-ethanone
반응식
Br[CH2:2][CH2:3][O:4][C:5]1[C:10]([O:11][CH2:12][CH2:13][CH:14]([C:16]2[CH:21]=[CH:20][C:19]([F:22])=[CH:18][CH:17]=2)[CH3:15])=[C:9]([O:23][CH3:24])[C:8]([Cl:25])=[C:7]([CH3:26])[C:6]=1[C:27](=[O:29])[CH3:28].Br.BrC[C:33]1[CH:38]=[CH:37][CH:36]=C[N:34]=1>>[Cl:25][C:8]1[C:7]([CH3:26])=[C:6]([C:27](=[O:29])[CH3:28])[C:5]([O:4][CH2:3][C:2]2[CH:36]=[CH:37][CH:38]=[CH:33][N:34]=2)=[C:10]([O:11][CH2:12][CH2:13][CH:14]([C:16]2[CH:21]=[CH:20][C:19]([F:22])=[CH:18][CH:17]=2)[CH3:15])[C:9]=1[O:23][CH3:24]참가 물질
3
실험 절차
Example 8a (91 mg, 0.24 mmol) was reacted with 2-(bromomethyl)-pyridine hydrobromide (1.6 eq.) as described under General Procedure F and the crude mixture was purified by flash chromatography (silica gel, Et2O/hexane 1:1) to afford the title compound (55 mg, 49%) as a pale yellow oil. 1H NMR (300 MHz, CDCl3) δ 8.57 (m, 1H), 7.71 (dt, J=Hz, 1.8, 7.7 Hz, 1H), 7.42 (d, J=7.8 Hz, 1H), 7.24 (m, 1H), 7.11-7.06 (m, 2H), 6.94-6.88 (m, 2H), 5.17 (s, 2H), 3.95 (t, J=6.8 Hz, 2H) 3.86 (s, 3H), 2.93 (m, 1H), 2.45 (s, 3H), 2.20 (s, 3H), 1.97-1.91 (m, 2H), 1.20 (d, J=7.2 Hz, 3H). MS (ES+) m/z 472.2 (M+H+).