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2-(Bromomethyl)pyridine hydrobromide → 1-[3-Chloro-5-[3-(4-fluoro-phenyl)-butoxy]-4-methoxy-2-methyl-6-(pyridin-2-ylmethoxy)-phenyl]-ethanone
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 2-(Bromomethyl)pyridine hydrobromide | HCID 2734720 | — |
| 反応物 | 1-{2-(2-Bromo-ethoxy)-5-chloro-3-[3-(4-fluoro-phenyl)-butoxy]-4-methoxy-6-methyl-phenyl}-ethanone | HCID 59583523 | — |
| 生成物 | 1-[3-Chloro-5-[3-(4-fluoro-phenyl)-butoxy]-4-methoxy-2-methyl-6-(pyridin-2-ylmethoxy)-phenyl]-ethanone | HCID 25255003 | 49% |
反応手順
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+).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08202513B2 |
| 出典データセット | uspto-grants-2012_06 |
| ORD ID | ord-87c6fcc607954fbbb388923b19753522 |
| 出典メモ | uspto-grants-2012_06 |