Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Phosphorus tribromide → US9433622, Dmx-156
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Phosphorus tribromide | HCID 24614 | — |
| 반응물 | Piperazin-2-one | HCID 231360 | — |
| 반응물 | 3-((S)-3-Fluoro-pyrrolidin-1-yl)-6-[2-(6-hydroxymethyl-pyridin-3-ylamino)-pyrimidin-4-yl]-pyridine-2-carbonitrile | HCID 90369544 | — |
| 용매 | Acetonitrile | HCID 6342 | — |
| 생성물 | US9433622, Dmx-156 | HCID 90356780 | 6.3% |
반응 단계
Compound 82 (40 mg, 0.10 mmol) was dissolved in MeCN (5 mL). Phosphorous tribromide (50 μL, 0.53 mmol) was added and the reaction mixture was heated under reflux for 0.5 hours. The reaction was cooled to rt and 2-oxopiperazine (100 mg, 0.99 mmol) was added and the reaction mixture stirred at rt for 16 hours. The solvent was removed in vacuo and the residue purified by reverse phase preparative LC-MS. Fractions contained the desired product were combined and the MeOH removed in vacuo. The resulting aqueous solution was frozen (−78° C.) and the solvent evaporated in vacuo (freeze dried). The title compound (3 mg, 6%) was obtained as an off-white solid. LCMS, Rt=6.15 min (MeOH-FA method), m/z 474 (MH+).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US09433622B2 |
| 출처 데이터셋 | uspto-grants-2016_09 |
| ORD ID | ord-56f9dfa100104078a8c79c39ac5578f0 |
| 출처 메모 | uspto-grants-2016_09 |