Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 77492생성일: 2026년 10월 24일
Triethylamine → (E)-N-(4-(difluoromethoxy)phenyl)-6-(2-(1-(tetrahydro-2H-pyran-2-yl)-1H-indazol-5-yl)vinyl)pyridazin-3-amine
https://huagongshe.com/ko/reaction/77492
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Triethylamine | HCID 8471 | — |
| 반응물 | Tri-o-tolylphosphine | HCID 80271 | — |
| 반응물 | 5-Iodo-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole | HCID 66793469 | — |
| 반응물 | N-(4-(difluoromethoxy)phenyl)-6-vinylpyridazin-3-amine | HCID 86679785 | — |
| 촉매 | Palladium, tris[mu-[(1,2-eta:4,5-eta)-(1E,4E)-1,5-diphenyl-1,4-pentadien-3-one]]di-, compd. with trichloromethane (1:1) | HCID 11029508 | — |
| 용매 | Acetonitrile | HCID 6342 | — |
| 생성물 | (E)-N-(4-(difluoromethoxy)phenyl)-6-(2-(1-(tetrahydro-2H-pyran-2-yl)-1H-indazol-5-yl)vinyl)pyridazin-3-amine | HCID 86679786 | — |
반응 단계
To a solution of 5-iodo-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole (0.1 g, 0.305 mmol) in ACN (5 mL) were added N-(4-(difluoromethoxy)phenyl)-6-vinylpyridazin-3-amine (0.080 g, 0.305 mmol), tri-o-tolylphosphine (0.037 g, 0.122 mmol), and triethylamine (0.127 mL, 0.914 mmol). The reaction mixture was purged with nitrogen for 5 min. Tris(dibenzylideneacetone)dipalladium(0) chloroform adduct (0.032 g, 0.030 mmol) was added and the reaction mixture was heated at 90° C. for 18 h. The reaction mixture was filtered through a pad of celite and rinsed with ethyl acetate. The organic layer was concentrated and purified by flash chromatography on silica gel using ethyl acetate/hexane to give (E)-N-(4-(difluoromethoxy)phenyl)-6-(2-(1-(tetrahydro-2H-pyran-2-yl)-1H-indazol-5-yl)vinyl)pyridazin-3-amine as apale yellow solid (0.13 g, 87%). LCMS (ES-API), m/z 464.6 (M+H).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US08841301B2 |
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| 출처 데이터셋 | uspto-grants-2014_09 |
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| ORD ID | ord-dce128ad6b86407a963c937c209974ce |
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| 출처 메모 | uspto-grants-2014_09 |
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