化工社化工社 化学情報印刷レポート · 研究参考用
3,3-Difluoroazetidine hydrochloride → 1-[3-Chloro-6-[2-(3,3-difluoro-azetidin-1-yl)-ethoxy]-4-methoxy-2-methyl-5-(3-phenyl-propoxy)-phenyl]-ethanone
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 3,3-Difluoroazetidine hydrochloride | HCID 2758247 | — |
| 反応物 | 1-[2-(2-Bromo-ethoxy)-5-chloro-4-methoxy-6-methyl-3-(3-phenyl-propoxy)-phenyl]-ethanone | HCID 59583495 | — |
| 生成物 | 1-[3-Chloro-6-[2-(3,3-difluoro-azetidin-1-yl)-ethoxy]-4-methoxy-2-methyl-5-(3-phenyl-propoxy)-phenyl]-ethanone | HCID 25254523 | 20% |
反応手順
Example 34b (105 mg, 0.23 mmol) was reacted with 3,3-difluoroazetidine hydrochloride (2.0 eq.) as described under General Procedure J and the crude mixture was purified by flash chromatography (silica gel, hexane/Et2O 70:30) to afford the title compound (21 mg, 20%) as a light orange oil. 1H NMR (300 MHz, CDCl3) δ 7.33-7.20 (m, 5H), 4.07 (t, J=6.5 Hz, 2H), 4.01 (t, J=5.6 Hz, 2H), 3.88 (s, 3H), 3.63 (t, J=12.0 Hz, 4H), 2.85-2.80 (m, 4H), 2.51 (s, 3H), 2.20 (s, 3H), 2.12-2.06 (m, 2H). MS (ES+) m/z 468.2 (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-7ee51dd1a4ea4c7f9489255f9ae7245c |
| 出典メモ | uspto-grants-2012_06 |