Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
N,N'-Dimethylethylenediamine → 1-(6-Chloropyridin-3-YL)pyrrolidin-2-one
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | N,N'-Dimethylethylenediamine | HCID 8070 | — |
| 반응물 | Potassium Carbonate | HCID 11430 | — |
| 반응물 | 2-Pyrrolidone | HCID 12025 | — |
| 반응물 | 2-Chloro-5-iodopyridine | HCID 4397176 | — |
| 촉매 | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| 용매 | 1,4-Dioxane | HCID 31275 | — |
| 생성물 | 1-(6-Chloropyridin-3-YL)pyrrolidin-2-one | HCID 57471611 | 103% |
반응 단계
To a solution of 2-chloro-5-iodopyridine (200 mg, 0.84 mmol) in 4 mL anhydrous dioxane was added 2-pyrrolidinone (60.8 μL, 0.79 mmol), K2CO3 (415.6 mg, 3 mmol), CuI (15.9 mg, 0.084 mmol), and N,N′-dimethyl-1,2-ethanediamine (11.8 μL, 0.083 mmol) in a 2 dram screw-top vial. The vial is evacuated and flushed with nitrogen. The reaction mixture was heated to reflux for 18 h. The reaction mixture was filtered through celite and filtrate was concentrated to afford the crude material. The mixture was purified by flash chromatography on silica gel, eluting with 50-100% EtOAc:heptane. Fractions containing the desired products were combined and concentrated to afford the desired product as a white solid (160 mg, yield: 97.4%).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US08536168B2 |
| 출처 데이터셋 | uspto-grants-2013_09 |
| ORD ID | ord-6b923c2f957b4a1c8a9cd3883d749232 |
| 출처 메모 | uspto-grants-2013_09 |