Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
1,2-Dimethoxyethane → 6-(3-Chloro-phenyl)-pyridine-2-carboxylic acid methyl ester
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | 1,2-Dimethoxyethane | HCID 8071 | — |
| 반응물 | Cesium carbonate | HCID 10796 | — |
| 반응물 | Methyl 5-bromopyridine-3-carboxylate | HCID 699336 | — |
| 반응물 | 2-(3-Chlorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane | HCID 10037225 | — |
| 촉매 | HCID 178418397 | HCID 178418397 | — |
| 생성물 | 6-(3-Chloro-phenyl)-pyridine-2-carboxylic acid methyl ester | HCID 69106849 | 83% |
반응 단계
104 mg (0.09 mmol)Pd(PPh3)4, 1.5 g (6.29 mmol) of 3-chlorophenylboronic acid pinacol ester 2.86 ml (8.58 mmol) and 3M cesium carbonate solution were added under argon at room temperature to a solution of 1.24 g (5.72 mmol) methyl-5-bromo-pyridine-3-carboxylate in 45 ml dimethoxyethane and the mixture was heated to reflux for 30 min. The reaction mixture was cooled to room temperature and evaporated. The residue was taken up with ethyl acetate, washed with water, dried over sodium sulphate and evaporated. Chromatography on silica (eluent: ethyl acetate/n-heptane 1:3) gave 1.42 g (83%) of 6-(3-Chloro-phenyl)-pyridine-2-carboxylic acid methyl ester
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US07429605B2 |
| 출처 데이터셋 | uspto-grants-2008_09 |
| ORD ID | ord-0a866843f27743d892c6a85afdab0db5 |
| 출처 메모 | uspto-grants-2008_09 |