参与物
| 角色 | 名称 | HCID | 投料 |
|---|
| 反应物 | N,N-二异丙基乙胺 | HCID 81531 | — |
| 反应物 | 1H-苯并三唑-1-基氧三吡咯烷基六氟磷酸盐 | HCID 2724699 | — |
| 反应物 | 3-四氢呋喃甲酸 | HCID 4661317 | — |
| 反应物 | C-{2-methyl-5-[5-(3,4,5-trichloro-phenyl)-5-trifluoromethyl-4,5-dihydro-isoxazol-3-yl]-furan-3-yl}-methylamine | HCID 86706655 | — |
| 溶剂 | 二氯甲烷 | HCID 6344 | — |
| 产物 | Tetrahydro-furan-3-carboxylic acid {2-methyl-5-[5-(3,4,5-trichloro-phenyl)-5-trifluoromethyl-4,5-dihydro-isoxazol-3-yl]-furan-3-ylmethyl}-amide | HCID 86706656 | 76.9% |
反应步骤
Tetrahydro-furan-3-carboxylic acid (81 mg), PyBOP (268 mg) and DIPEA (0.244 ml) are added to a solution of C-{2-methyl-5-[5-(3,4,5-trichloro-phenyl)-5-trifluoromethyl-4,5-dihydro-isoxazol-3-yl]-furan-3-yl}-methylamine (200 mg) in dichloromethane (4 ml). After 24 hours at room temperature, the reaction is quenched with water. The reaction mixture is extracted three times with dichloromethane. The combined organic phases are washed with a saturated solution of NaHCO3 and with a saturated aqueous solution of NaCl, dried over Na2SO4 and concentrated in vacuo. The crude product is purified on a semi-preparative HPLC to yield tetrahydro-furan-3-carboxylic acid {2-methyl-5-[5-(3,4,5-trichloro-phenyl)-5-trifluoromethyl-4,5-dihydro-isoxazol-3-yl]-furan-3-ylmethyl}-amide (189 mg, compound 2.3 in Table 2) as a white foam. MS (HPLC/MS): 525 (MH+). Retention time: 1.97 min.
来源与证据
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 专利号 | US08822466B2 |
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| 来源数据集 | uspto-grants-2014_09 |
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| ORD ID | ord-4162567a08bb4382b1be2cae6394aba4 |
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| 来源说明 | uspto-grants-2014_09 |
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