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Acetic Acid → 1-(4-Fluoro-phenyl)-2-[4(pyrazin-2-yloxy)-benzyl amino]-ethanol
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Acetic Acid | HCID 176 | — |
| 反応物 | 2-Amino-1-(4-fluorophenyl)ethan-1-ol | HCID 9827 | — |
| 反応物 | 4-(Pyrazin-2-yloxy)benzaldehyde | HCID 3614411 | — |
| 反応物 | Sodium cyanoborohydride | HCID 5003444 | — |
| 溶媒 | Methanol | HCID 887 | — |
| 生成物 | 1-(4-Fluoro-phenyl)-2-[4(pyrazin-2-yloxy)-benzyl amino]-ethanol | HCID 68433032 | 35.1% |
反応手順
Sodium cyanoborohydride (0.62 mL, 1 M in THF) was added to a solution of 2-amino-1-(4-fluoro-phenyl)-ethanol (80 mg, 0.52 mmol), 4-(Pyrazin-2-yloxy)-benzaldehyde (103 mg, 0.52 mmol) and glacial acetic acid (0.5 mL), in methanol (3 mL) at RT and the flask was stirred overnight. The reaction mixture was concentrated in vacuo; the residue was quenched with saturated aqueous sodium bicarbonate solution and then extracted with dichloromethane (3×4 mL). The combined organic phases were dried over anhydrous sodium sulfate and concentrated again in vacuo to yield 1-(4-fluoro-phenyl)-2-[4(pyrazin-2-yloxy)-benzyl amino]-ethanol as a white solid 62 mg, 35%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07816354B2 |
| 出典データセット | uspto-grants-2010_10 |
| ORD ID | ord-5785338dbe8142e1ae257bab1d2179f2 |
| 出典メモ | uspto-grants-2010_10 |