Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
2,6-Dibromopyridine → 2-Bromo-6-[2-(3-methoxycarbonylphenyl)ethinyl]-pyridine
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | 2,6-Dibromopyridine | HCID 12274 | — |
| 반응물 | 3-Ethynylbenzoic acid methyl ester | HCID 11275159 | — |
| 촉매 | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| 촉매 | HCID 178418476 | HCID 178418476 | — |
| 용매 | Triethylamine | HCID 8471 | — |
| 생성물 | 2-Bromo-6-[2-(3-methoxycarbonylphenyl)ethinyl]-pyridine | HCID 19966486 | 23.8% |
반응 단계
A solution of 15.1 g of 2,6-dibromopyridine in 500 ml of triethylamine is mixed under ice cooling with 10.2 g of 3-ethinylbenzoic acid methyl ester, 1.1 g of bis-(triphenylphosphine)-palladium(II) chloride and 150 mg of copper(I) iodide and the mixture is stirred for 1 hour. Then, the ice bath is removed and it is stirred for 48 hours at room temperature. The precipitate is filtered off, the filtrate is evaporated to dryness, mixed with water and shaken out with ethyl acetate. The organic phase is dried on sodium sulfate, concentrated by evaporation and the residue is chromatographed on silica gel with hexane/0-12% ethyl acetate. 4.8 g of 2-bromo-6-[2-(3-methoxycarbonyiphenyl)-ethinyl]-pyridine of melting point 12°-126° C. is obtained.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US05614634 |
| 출처 데이터셋 | uspto-grants-1997_03 |
| ORD ID | ord-4bb28497933843ff97b13aab94eb29fe |
| 출처 메모 | uspto-grants-1997_03 |