関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Acetic Acid | HCID 176 | — |
| 反応物 | Diisopropylethylamine | HCID 81531 | — |
| 反応物 | 2-Ethoxynaphthalene-1-carbaldehyde | HCID 88099 | — |
| 反応物 | Sodium cyanoborohydride | HCID 5003444 | — |
| 反応物 | N-(Piperidin-4-yl)-1,3-benzothiazol-2-amine | HCID 14575274 | — |
| 溶媒 | Ethanol | HCID 702 | — |
| 生成物 | Benzothiazol-2-yl-[1-(2-ethoxy-naphthalen-1-ylmethyl)-piperidin-4-yl]-amine | HCID 86607625 | 8% |
反応手順
To a solution of benzothiazol-2-yl-piperidin-4-yl-amine (23.3 mg, 0.1 mmol, 1.0 equiv) and 2-ethoxy-naphthalene-1-carbaldehyde (commercially available, 24.0 mg, 0.12 mmol, 1.2 equiv) in ethanol (2 mL) was added diisopropylethylamine (23.42 μL, 25.9 mg, 0.2 mmol, 2.0 equiv) and acetic acid (18.0 mg, 0.3 mmol, 3.0 equiv) and the mixture stirred at 40° C. After 1 h, sodium cyano borohydride (7.54 mg, 0.12 mmol, 1.2 equiv) was added and the mixture stirred at 40° C. over night. Removal of the solvent under reduced pressure and purification by preparative HPLC on reversed phase eluting with a gradient of acetonitrile/water provided 3.3 mg (8%) of the title compound. MS (ESI): 418.4 [M+H]+.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US07645753B2 |
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| 出典データセット | uspto-grants-2010_01 |
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| ORD ID | ord-8ee5054967184bad9481d5be680ac808 |
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| 出典メモ | uspto-grants-2010_01 |
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