Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 522956생성일: 2026년 10월 23일
5-Amino-2-methylpyridine → N-tert-butyl-2-(6-methylpyridin-3-ylamino)-5-((2-(trimethylsilyl)ethoxy)methyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxamide
https://huagongshe.com/ko/reaction/522956
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | 5-Amino-2-methylpyridine | HCID 243313 | — |
| 반응물 | Binap, (A+-)- | HCID 634876 | — |
| 반응물 | Sodium t-butoxide | HCID 23676156 | — |
| 반응물 | 2-bromo-N-(tert-butyl)-5-((2-(trimethylsilyl)ethoxy)methyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxamide | HCID 71575645 | — |
| 촉매 | palladium(II) acetate | HCID 167845 | — |
| 용매 | Water | HCID 962 | — |
| 용매 | Toluene | HCID 1140 | — |
| 용매 | Dimethylformamide | HCID 6228 | — |
| 생성물 | N-tert-butyl-2-(6-methylpyridin-3-ylamino)-5-((2-(trimethylsilyl)ethoxy)methyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxamide | HCID 131735549 | 36% |
반응 단계
A mixture of 2-bromo-N-tert-butyl-5-((2-(trimethylsilyl)ethoxy)methyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxamide (150 mg, 351 mol), 6-methylpyridin-3-amine (56.9 mg, 526 mol), BINAP (10.9 mg, 17.5 mol), palladium (II) acetate (19.7 mg, 87.7 mol) and sodium tert-butoxide (84.3 mg, 877 mol) in DMF (1 mL) and toluene (500 μL) was heated in a microwave at 140° C. for 20 min. The reaction mixture was cooled then diluted with water and extracted into ethyl acetate (3×). The combined organic extracts were washed with brine then dried over magnesium sulfate. Purification by chromatography (silica, 30-70% ethyl acetate in hexanes) gave N-tert-butyl-2-(6-methylpyridin-3-ylamino)-5-((2-(trimethylsilyl)ethoxy)methyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxamide (57 mg, 125 mol, 36%) as a brown solid. MS (EI/CI) m/z: 455.2 [M+H].
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US09334278B2 |
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| 출처 데이터셋 | uspto-grants-2016_05 |
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| ORD ID | ord-b79af9931d0e4affbaa0e7f305aa8625 |
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| 출처 메모 | uspto-grants-2016_05 |
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