Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 1916737생성일: 2026년 10월 26일
Tetrahydrofuran → ethyl 3-methyl-1-(2-pyrrolidin-1-yl-ethyl)-5-trimethylsilanylethynyl-1H-indole-2-carboxylate
https://huagongshe.com/reaction/1916737
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Tetrahydrofuran | HCID 8028 | — |
| 반응물 | Piperidine | HCID 8082 | — |
| 반응물 | Trimethylsilylacetylene | HCID 66111 | — |
| 반응물 | Ethyl 5-bromo-3-methyl-1H-indole-2-carboxylate | HCID 616662 | — |
| 촉매 | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| 용매 | Water | HCID 962 | — |
| 생성물 | ethyl 3-methyl-1-(2-pyrrolidin-1-yl-ethyl)-5-trimethylsilanylethynyl-1H-indole-2-carboxylate | HCID 69075563 | — |
반응 단계
Under an argon atmosphere 577 mg (0.5 mmol) tetrakis-triphenylphosphane-palladium and 95 mg (0.5 mmol) CuI are added to a solution of 2.82 g (10 mmol) ethyl 5-bromo-3-methyl-1H-indole-2-carboxylate and 1.52 mL (11 mmol) ethynyl-trimethyl-silane in 3 mL (30 mmol) piperidine and 30 mL THF and the reaction mixture is stirred for 14 h at 60° C. It is diluted with water, extracted exhaustively with EtOAc, the combined organic phases are washed with saturated NaCl solution and dried over Na2SO4. After the desiccant and solvent have been eliminated the residue is purified by chromatography (silica gel, cyc/EtOAc 9:1).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US08618132B2 |
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| 출처 데이터셋 | uspto-grants-2013_12 |
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| ORD ID | ord-ce09a9c6faef40be990a975c27380976 |
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| 출처 메모 | uspto-grants-2013_12 |
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