참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Triethylamine | HCID 8471 | — |
| 반응물 | Trimethylsilylacetylene | HCID 66111 | — |
| 반응물 | Sodium Bicarbonate | HCID 516892 | — |
| 반응물 | Ethyl 6-chloronicotinate | HCID 2799611 | — |
| 용매 | Dimethylformamide | HCID 6228 | — |
| 생성물 | 5-Ethoxycarbonyl-2-trimethylsilylethynylpyridine | HCID 22504397 | 93% |
반응 단계
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.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US06673797B1 |
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| 출처 데이터셋 | uspto-grants-2004_01 |
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| ORD ID | ord-e69a9670664c44de86b0d37c655679a2 |
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| 출처 메모 | uspto-grants-2004_01 |
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