Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Cesium fluoride → 4-Acetylamino-3-chloro-6-(4-chloro-2-fluoro-5-methoxyphenyl)pyridine-2-carboxylic acid methyl ester
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Cesium fluoride | HCID 25953 | — |
| 반응물 | 1,4-Bis(diphenylphosphino)butane | HCID 82124 | — |
| 반응물 | Methyl 4-acetamido-3,6-dichloropyridine-2-carboxylate | HCID 22677481 | — |
| 반응물 | 2-(4-Chloro-2-fluoro-5-methoxyphenyl)-[1,3,2]-dioxaborinane | HCID 66954701 | — |
| 촉매 | palladium(II) acetate | HCID 167845 | — |
| 용매 | Water | HCID 962 | — |
| 용매 | Acetonitrile | HCID 6342 | — |
| 생성물 | 4-Acetylamino-3-chloro-6-(4-chloro-2-fluoro-5-methoxyphenyl)pyridine-2-carboxylic acid methyl ester | HCID 68600593 | 75% |
반응 단계
A solution of 4-acetylamino-3,6-dichloropyridine carboxylic acid methyl ester (4.3 g, 0.016 mol), 2-(4-chloro-2-fluoro-5-methoxyphenyl)-[1,3,2]-dioxaborinane (4.5 g, 0.018 mol), cesium fluoride (3.5 g, 0.025 mol), and 1,4-bis(diphenylphosphino)butane (0.360 g, 0.0016 mol) in acetonitrile (100 mL) was degassed with nitrogen for 15 minutes before palladium acetate (0.180 g, 0.0016 mol) was added and the solution heated under reflux for 18 hours. Water (150 mL) was added and the resulting solid collected and dried to give 4-acetylamino-3-chloro-6-(4-chloro-2-fluoro-5-methoxyphenyl)pyridine-2-carboxylic acid methyl ester (4.5 g, 0.012 mol): mp 180-182° C.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US07314849B2 |
| 출처 데이터셋 | uspto-grants-2008_01 |
| ORD ID | ord-3afd6bd59fae4532bce4e1eba2f0e7dc |
| 출처 메모 | uspto-grants-2008_01 |