関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Triethylamine | HCID 8471 | — |
| 反応物 | Trimethylsilylacetylene | HCID 66111 | — |
| 反応物 | Sodium Bicarbonate | HCID 516892 | — |
| 反応物 | Ethyl 6-chloronicotinate | HCID 2799611 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | 5-Ethoxycarbonyl-2-trimethylsilylethynylpyridine | HCID 22504397 | 93% |
反応手順
To a solution of 6-chloronicotinic acid ethyl ester (1.92 g) in N,N-dimethylformamide (1 ml), trimethylsilylacetylene (2.0 g), bistriphenylphosphine palladium dichloride (210 mg), cuprous iodide (60 mg) and triethylamine (1.2 g) were added successively and the mixture was stirred in a sealed tube at 100° C. for 2 hours. After cooling, the reaction solution was poured into a saturated aqueous sodium hydrogencabonate solution, extracted with ethyl acetate, dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. The resulting residue was separated using silica gel column chromatography (hexane:ethyl acetate=10:1) to obtain 2.38 g of the desired product as a brown oil.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US06673797B1 |
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| 出典データセット | uspto-grants-2004_01 |
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| ORD ID | ord-e69a9670664c44de86b0d37c655679a2 |
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| 出典メモ | uspto-grants-2004_01 |
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