Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 12983생성일: 2026년 10월 24일
Cesium carbonate → 2-{4'-[(3aR,6aR)-5-Methylhexahydropyrrolo[3,4-b]pyrrol-1(2H)-yl]biphenyl-4-yl}-4,5-dihydropyridazin-3(2H)-one
https://huagongshe.com/ko/reaction/12983
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Cesium carbonate | HCID 10796 | — |
| 반응물 | 2-(Dicyclohexylphosphino)-2'-(dimethylamino)biphenyl | HCID 2734217 | — |
| 반응물 | 2-(4'-bromobiphenyl-4-yl)-4,5-dihydropyridazin-3(2H)-one | HCID 68497342 | — |
| 반응물 | (3aR,6aR)-5-Methyloctahydropyrrolo[3,4-b]pyrrole dihydrochloride | HCID 68499270 | — |
| 촉매 | Silver(I) trifluoromethanesulfonate | HCID 76223 | — |
| 촉매 | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| 용매 | Toluene | HCID 1140 | — |
| 생성물 | 2-{4'-[(3aR,6aR)-5-Methylhexahydropyrrolo[3,4-b]pyrrol-1(2H)-yl]biphenyl-4-yl}-4,5-dihydropyridazin-3(2H)-one | HCID 24743882 | 15.6% |
반응 단계
A small pressure tube equipped with a magnetic stir bar was charged with 100 mg of 2-(4′-bromobiphenyl-4-yl)-4,5-dihydropyridazin-3(2H)-one, 58 mg of (3aR,6aR)-5-methylhexahydropyrrolo[3,4-b]pyrrole dihydrochloride, 350 mg of cesium carbonate, 15 mg of silver triflate, 4.2 mg of tris(dibenzylideneacetone)dipalladium, and 7.2 mg of 2-dicyclohexylphosphino-2′(N,N-dimethylamino)biphenyl and 2 ml of toluene. After sealing and purging with argon the tube was heated at 100° C. for 20 hours. Crude product was purified by flash chromatography (silica gel, gradient 2 to 10% methanol in dichloromethane), which yielded 17 mg of the title compound as a dark yellow oil. Mass spectroscopy gave (M+H)+ m/z 375.2, consistent with assigned structure.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US07728031B2 |
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| 출처 데이터셋 | uspto-grants-2010_06 |
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| ORD ID | ord-d13f1c111a6a4d28ac8fdd786615866a |
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| 출처 메모 | uspto-grants-2010_06 |
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