Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 220439생성일: 2026년 10월 25일
Sodium Carbonate → 3'-(2-Fluoro-3-trifluoromethyl-phenyl)-2,3,5,6-tetrahydro-[1,2']bipyrazinyl-4-carboxylic acid t-butyl ester
https://huagongshe.com/reaction/220439
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Sodium Carbonate | HCID 10340 | — |
| 반응물 | Potassium Acetate | HCID 517044 | — |
| 반응물 | Bis(neopentyl glycolato)diboron | HCID 2734316 | — |
| 반응물 | 3-Bromo-2-fluorobenzotrifluoride | HCID 2736320 | — |
| 반응물 | Tert-butyl 4-(3-chloropyrazin-2-yl)piperazine-1-carboxylate | HCID 11150691 | — |
| 촉매 | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| 용매 | Water | HCID 962 | — |
| 용매 | Dimethylformamide | HCID 6228 | — |
| 생성물 | 3'-(2-Fluoro-3-trifluoromethyl-phenyl)-2,3,5,6-tetrahydro-[1,2']bipyrazinyl-4-carboxylic acid t-butyl ester | HCID 68737982 | 18% |
반응 단계
Combine 1-bromo-2-fluoro-3-trifluoromethylbenzene (0.424 g, 1.77 mmol), 5,5,5′,5′-tetramethyl-[2,2′]bi[1,3,2]dioxaborinanyl] (0.458 g, 2.03 mmol), 1,1′-bis(diphenylphosphino)ferrocene dichloropalladium (0.0632 g, 0.0774 mmol), and potassium acetate (0.499 g, 5.08 mmol) in DMF (10 mL), and purge with nitrogen for 0.5 hr. Heat for 2 hr. at 80° C. and cool to room temperature. Add 3′-chloro-2,3,5,6-tetrahydro-[1,2′]bipyrazinyl-4-carboxylic acid t-butyl ester (0.406 g, 1.36 mmol), sodium carbonate (4.0 mL of a 2M solution in water,) and bis(diphenylphosphino)ferrocene dichloropalladium (0.052 g, 0.0638 mmol). Heat the reaction at 80° C. for 20 hr. Purify by silica gel chromatography, eluting with 5:95 to 40:60 ethyl acetate:hexanes to give the 3′-(2-fluoro-3-trifluoromethyl-phenyl)-2,3,5,6-tetrahydro-[1,2′]bipyrazinyl-4-carboxylic acid t-butyl ester (0.102 g, 18%).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US08202873B2 |
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| 출처 데이터셋 | uspto-grants-2012_06 |
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| ORD ID | ord-0a55424dfb37488fb681ea8c118bc369 |
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| 출처 메모 | uspto-grants-2012_06 |
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