참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Stannane | HCID 123161 | — |
| 반응물 | Lithium Chloride | HCID 433294 | — |
| 반응물 | 2-Propenoic acid, 2-(tributylstannyl)-, methyl ester | HCID 10959723 | — |
| 반응물 | 6-Methoxy-1,5-naphthyridin-4-yl trifluoromethanesulfonate | HCID 11255265 | — |
| 촉매 | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| 촉매 | HCID 178418397 | HCID 178418397 | — |
| 용매 | Dimethylformamide | HCID 6228 | — |
| 생성물 | Methyl 2-[6-(methyloxy)-1,5-naphthyridin-4-yl]-2-propenoate | HCID 57423102 | — |
반응 단계
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%).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 특허 번호 | US07732461B2 |
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| 출처 데이터셋 | uspto-grants-2010_06 |
|---|
| ORD ID | ord-58b802f4f8dc4005b21bfc0fff3d3a93 |
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| 출처 메모 | uspto-grants-2010_06 |
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