참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Acetic Acid | HCID 176 | — |
| 반응물 | Diisopropylethylamine | HCID 81531 | — |
| 반응물 | 2-Ethoxynaphthalene-1-carbaldehyde | HCID 88099 | — |
| 반응물 | Sodium cyanoborohydride | HCID 5003444 | — |
| 반응물 | N-(Piperidin-4-yl)-1,3-benzothiazol-2-amine | HCID 14575274 | — |
| 용매 | Ethanol | HCID 702 | — |
| 생성물 | Benzothiazol-2-yl-[1-(2-ethoxy-naphthalen-1-ylmethyl)-piperidin-4-yl]-amine | HCID 86607625 | 8% |
반응 단계
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]+.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 특허 번호 | US07645753B2 |
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| 출처 데이터셋 | uspto-grants-2010_01 |
|---|
| ORD ID | ord-8ee5054967184bad9481d5be680ac808 |
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| 출처 메모 | uspto-grants-2010_01 |
|---|
