Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Trimethylsilylacetylene → 2-Bromo-5-trimethylsilanylethynyl-pyrazine
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Trimethylsilylacetylene | HCID 66111 | — |
| 반응물 | 2-Bromo-5-iodopyrazine | HCID 21931200 | — |
| 촉매 | Palladium | HCID 23938 | — |
| 촉매 | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| 촉매 | HCID 178418397 | HCID 178418397 | — |
| 용매 | triethylamine N,N-dimethylformamide | HCID 22056947 | — |
| 생성물 | 2-Bromo-5-trimethylsilanylethynyl-pyrazine | HCID 57497686 | — |
반응 단계
Reaction of a mixture of 2-bromo-5-iodo-pyrazine and copper (I) iodide under inert conditions in an appropriate solvent and base e.g. DMF/Et3N with ethynyl-trimethyl-silane using a palladium catalyst e.g. Pd(PPh3)4 at room temperature gives 2-Bromo-5-trimethylsilanylethynyl-pyrazine. This material can be used without further purification and reacted to form 6-bromo-2-trimethylsilanyl-pyrazolo[1,5-a]pyrazine using O-(mesitylenesulfonyl)hydroxylamine to form the N-amino adduct. This can then be cyclised by reacting with base e.g. K2CO3 to form pyrazolopyrazine core (Scheme 6).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US08895745B2 |
| 출처 데이터셋 | uspto-grants-2014_11 |
| ORD ID | ord-6cb1f0bb9cb84131b46bdb719c6ddbd1 |
| 출처 메모 | uspto-grants-2014_11 |