Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
4-Bromopyridine → tert-Butyl 4-(pyridin-4-yl)piperazine-1-carboxylate
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | 4-Bromopyridine | HCID 14268 | — |
| 반응물 | tert-Butyl piperazine-1-carboxylate | HCID 143452 | — |
| 반응물 | Binap, (A+-)- | HCID 634876 | — |
| 반응물 | Sodium t-butoxide | HCID 23676156 | — |
| 촉매 | palladium(II) acetate | HCID 167845 | — |
| 용매 | Water | HCID 962 | — |
| 용매 | Toluene | HCID 1140 | — |
| 용매 | Ethyl Acetate | HCID 8857 | — |
| 용매 | Sodium chloride; water | HCID 57417360 | — |
| 생성물 | tert-Butyl 4-(pyridin-4-yl)piperazine-1-carboxylate | HCID 57436818 | 47% |
반응 단계
To a degassed solution of 4-bromopyridine (1 equiv.), tert-butyl piperazine-1-carboxylate (16 mmol, 1.2 equiv.) and NaOtBu (3.4 equiv.) in toluene were added Pd(OAc)2 (2 mol %) and BINAP (1 mol %) and the resulting solution was refluxed for 3 h. The reaction mixture was cooled, diluted with ethyl acetate and given water and brine washes respectively. The organic layer was dried over sodium sulfate, the solvent removed in vacuo and the crude product purified by column chromatography (silica). Yield: 47%.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US08541573B2 |
| 출처 데이터셋 | uspto-grants-2013_09 |
| ORD ID | ord-1fb23cebb0544832ac7e9595990b2180 |
| 출처 메모 | uspto-grants-2013_09 |