Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
3-Aminopyridine → Methyl 2-oxo-1-(pyridin-3-yl)-1,2-dihydropyridine-3-carboxylate
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | 3-Aminopyridine | HCID 10009 | — |
| 반응물 | Methyl 2-oxo-2H-pyran-3-carboxylate | HCID 117704 | — |
| 반응물 | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| 촉매 | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| 용매 | Dimethylformamide | HCID 6228 | — |
| 생성물 | Methyl 2-oxo-1-(pyridin-3-yl)-1,2-dihydropyridine-3-carboxylate | HCID 21081727 | 141.9% |
반응 단계
To a solution of methyl 2-oxo-2H-pyran-3-carboxylate (462 mg, 3 mmol, Aldrich) in DMF (6 mL) at rt was added 3-aminopyridine (282 mg, 3 mmol). The reaction mixture was stirred overnight at rt, treated with EDCI.HCl (650 mg, 3.4 mmol) and DMAP (200 mg), stirred for an additional 24 h, and concentrated in vacuo. The residue was purified by preparative HPLC to afford the desired product (980 mg, 95%) as a beige solid. 1H NMR (CDCl3) δ 13.00 (br s, 1H), 8.83 (br s, 1H), 8.74 (br s, 1H), 8.29 (dd, 1H, J=7.2, 1.7 Hz), 8.18 (d, 1H, J=8.3 Hz), 7.73 (dd, 1H, J=7.7, 5.0 Hz), 7.66 (dd, 1H, J=6.6, 1.6 Hz), 6.42 (t, 1H, J=7.1 Hz), 3.87 (s, 3H).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US07173031B2 |
| 출처 데이터셋 | uspto-grants-2007_02 |
| ORD ID | ord-7978079b70154be585257d17e39c7f13 |
| 출처 메모 | uspto-grants-2007_02 |