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Sodium Hydroxide → 3-(3-(4-(Pyridin-2-ylmethoxy)-benzyl)-isoxazol-5-yl)-pyridin-2-ylamine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Sodium Hydroxide | HCID 14798 | — |
| 反応物 | Picolyl chloride | HCID 23393 | — |
| 反応物 | 4-(5-(2-Amino-pyridin-3-yl)isoxazol-3-ylmethyl)phenol | HCID 25114386 | — |
| 溶媒 | Methanol | HCID 887 | — |
| 生成物 | 3-(3-(4-(Pyridin-2-ylmethoxy)-benzyl)-isoxazol-5-yl)-pyridin-2-ylamine | HCID 44159487 | 62.8% |
反応手順
To a mixture of 4-(5-(2-amino-pyridin-3-yl)isoxazol-3-ylmethyl)-phenol (4.2 mg, 0.016 mmol) described in Manufacturing Example 5-1-1 and methanol (0.4 mL) was added 1 N aqueous sodium hydroxide solution (16 μL, 0.016 mmol), which was then concentrated under a reduced pressure. To a mixture of the residue and N,N-dimethylformamide (0.5 mL) was added 2-picolyl chloride (3.1 mg, 0.019 mmol), which was stirred for 2 hours at room temperature. The reaction mixture was purified as is by reverse-phase high performance liquid chromatography (using an acetonitrile-water mobile phase containing 0.1% trifluoroacetic acid) to obtain the Utle compound (3.6 mg, 39%) as a ditrifuoracetic acid salt.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08507530B2 |
| 出典データセット | uspto-grants-2013_08 |
| ORD ID | ord-1a15ef45ac174956954c02facae2d8fc |
| 出典メモ | uspto-grants-2013_08 |