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HRID 2097586作成日:2026年10月26日
Boron tribromide → 3-{5-[3-(2-Hydroxy-ethoxy)-phenyl]-pyridin-2-yloxy}-azetidine-1-carboxylic acid pyridazin-3-ylamide
https://huagongshe.com/reaction/2097586
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Boron tribromide | HCID 25134 | — |
| 反応物 | 3-{5-[3-(2-Benzyloxy-ethoxy)-phenyl]pyridin-2-yloxy}-azetidine-1-carboxylic acid pyridazin-3-ylamide | HCID 44218899 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | 3-{5-[3-(2-Hydroxy-ethoxy)-phenyl]-pyridin-2-yloxy}-azetidine-1-carboxylic acid pyridazin-3-ylamide | HCID 44218898 | 5% |
反応手順
3-{5-[3-(2-Benzyloxy-ethoxy)-phenyl]-pyridin-2-yloxy}-azetidine-1-carboxylic acid pyridazin-3-ylamide (Example 9, 325 mg, 0.65 mmol) was dissolved in anhydrous dichloromethane (10 mL) under a nitrogen atmosphere. The mixture was cooled with an ice water bath and boron tribromide in dichloromethane solution (1M, 0.98 mL, 0.98 mmol) was added drop-wise affording a precipitate. The reaction mixture was stirred at 0° C. for 2 hr. The precipitate was collected by filtration and purified by flash chromatography on silica gel eluting with ethyl acetate, then 5-10% methanol in DCM. Further purification by preparative HPLC at pH4 afforded title compound (13 mg, 5%) as colourless solid.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US08450346B2 |
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| 出典データセット | uspto-grants-2013_05 |
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| ORD ID | ord-fc450e2c599d47e3aeda39a7b2e0946b |
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| 出典メモ | uspto-grants-2013_05 |
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