関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Stannane | HCID 123161 | — |
| 反応物 | Lithium Chloride | HCID 433294 | — |
| 反応物 | 2-Propenoic acid, 2-(tributylstannyl)-, methyl ester | HCID 10959723 | — |
| 反応物 | 6-Methoxy-1,5-naphthyridin-4-yl trifluoromethanesulfonate | HCID 11255265 | — |
| 触媒 | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| 触媒 | HCID 178418397 | HCID 178418397 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | Methyl 2-[6-(methyloxy)-1,5-naphthyridin-4-yl]-2-propenoate | HCID 57423102 | — |
反応手順
To a solution of 1,1,1-Trifluoro-methanesulfonic acid 6-methoxy-[1,5]naphthyridin-4-yl ester (for a synthesis see WO2003010138, Example 1(b))(5.936 g, 15.83 mmol) in DMF (10 ml) was added methyl 2-(tributylstannanyl)-2-propenoate (for a synthesis of this stannane see Zhang, H. X.; Guibe, F.; Balavoine, G. J. Org. Chem. (1990), 55(6), 1857.) (7.312 g, 23.74 mmol), Pd(PPh3)4 (1.83 g, 1.58 mmol), CuI (2.26 g, 11.87 mmol) and LiCl (673 mg, 15.83 mmol). The reaction was stirred for 1 h at 25° C. after which time the solvent was evaporated. The residue was chromatographed on silica eluting with a gradient of 10% ethyl acetate in hexane affording the desired compound as a brown solid (3.603 g, 93%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US07732461B2 |
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| 出典データセット | uspto-grants-2010_06 |
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| ORD ID | ord-58b802f4f8dc4005b21bfc0fff3d3a93 |
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| 出典メモ | uspto-grants-2010_06 |
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