Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 1403536생성일: 2026년 10월 26일
Water → (S)-methyl 2-(1H-indazol-5-yl)-3-(methyl(1-phenylethyl)amino)quinoxaline-6-carboxylate
https://huagongshe.com/reaction/1403536
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Water | HCID 962 | — |
| 반응물 | Potassium Carbonate | HCID 11430 | — |
| 반응물 | tert-Butyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole-1-carboxylate | HCID 18525862 | — |
| 반응물 | (S)-methyl 3-(methyl(1-phenylethyl)amino)-2-(trifluoromethylsulfonyloxy)quinoxaline-6-carboxylate | HCID 86670575 | — |
| 촉매 | HCID 178418397 | HCID 178418397 | — |
| 용매 | 1,2-Dimethoxyethane | HCID 8071 | — |
| 생성물 | (S)-methyl 2-(1H-indazol-5-yl)-3-(methyl(1-phenylethyl)amino)quinoxaline-6-carboxylate | HCID 70664959 | 56.7% |
반응 단계
To a solution of (S)-methyl 3-(methyl(1-phenylethyl)amino)-2-(trifluoromethylsulfonyloxy)quinoxaline-6-carboxylate (432 mg, crude) in ethylene glycol dimethyl ether (5 mL) was added tert-butyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole-1-carboxylate (201 mg, 0.58 mmol), K2CO3 (55 mg, 0.40 mmol), Pd(PPh3)4 (392 mg, 0.34 mmol) and water (1.5 mL) with stirring overnight at 90° C. in an oil bath. The resulting mixture was concentrated under vacuum, dissolved in water (100 mL), extracted with ethyl acetate (3×30 mL), dried over anhydrous sodium sulfate and concentrated under vacuum to give a residue, which was purified via silica gel chromatography (10% ethyl acetate in petroleum ether) to afford (S)-methyl 2-(1H-indazol-5-yl)-3-(methyl(1-phenylethyl)amino)quinoxaline-6-carboxylate as a yellow solid (144 mg).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US08912188B2 |
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| 출처 데이터셋 | uspto-grants-2014_12 |
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| ORD ID | ord-f6d4aefb1f484d49a9f436dea3da3f3b |
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| 출처 메모 | uspto-grants-2014_12 |
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