Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
5-(Methylsulfonyl)-1H-indole → tert-butyl 4-((6-(5-(methylsulfonyl)-1H-indol-1-yl)pyridin-3-yl)oxy)piperidine-1-carboxylate
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | 5-(Methylsulfonyl)-1H-indole | HCID 14973230 | — |
| 반응물 | Sodium t-butoxide | HCID 23676156 | — |
| 반응물 | 4-((6-Chloropyridin-3-yl)oxy)piperidine-1-carboxylate | HCID 86696192 | — |
| 촉매 | 2-(2'-Di-tert-butylphosphine)biphenylpalladium(II) acetate | HCID 11982262 | — |
| 용매 | 1,4-Dioxane | HCID 31275 | — |
| 생성물 | tert-butyl 4-((6-(5-(methylsulfonyl)-1H-indol-1-yl)pyridin-3-yl)oxy)piperidine-1-carboxylate | HCID 67805679 | 74.4% |
반응 단계
To a mixture of 4-((6-chloropyridin-3-yl)oxy)piperidine-1-carboxylate (intermediate-6) (0.440 g, 1.4 mmol) and 5-(methylsulfonyl)-1H-indole (intermediate-21) (0.261 g, 1.3 mmol) in anhydrous dioxane (5 mL), 2-(2′-Di-tert-butylphosphine) biphenylpalladium(II)acetate (0.130 g, 0.281 mmol) and NaOtBu (sodium tert.butoxide) (0.312 g, 0.960 mmol) were added. The resultant reaction mixture was refluxed for 4-5 h. The reaction mixture was filtered over celite and filtrate was concentrated in vacuo. The residue was purified by flash column chromatography to give tert-butyl 4-((6-(5-(methylsulfonyl)-1H-indol-1-yl)pyridin-3-yl)oxy)piperidine-1-carboxylate (0.337 g, 50%).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US09000175B2 |
| 출처 데이터셋 | uspto-grants-2015_04 |
| ORD ID | ord-f3480cbd231c4f45a147bb0ac3d2f12e |
| 출처 메모 | uspto-grants-2015_04 |