Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Triethylamine → 3-[3-(2-Methoxy-ethoxy)-phenylethynyl]-5-nitro-pyridin-2-ylamine
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Triethylamine | HCID 8471 | — |
| 반응물 | 2-Amino-3-bromo-5-nitropyridine | HCID 2734412 | — |
| 반응물 | 1-Ethynyl-3-(2-methoxyethoxy)benzene | HCID 71407782 | — |
| 촉매 | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| 촉매 | HCID 178418476 | HCID 178418476 | — |
| 용매 | Tetrahydrofuran | HCID 8028 | — |
| 생성물 | 3-[3-(2-Methoxy-ethoxy)-phenylethynyl]-5-nitro-pyridin-2-ylamine | HCID 68467142 | 74.5% |
반응 단계
3-(2-Methoxy-ethoxy)-phenylacetylene (6.3 g, 36 mmol) was added to a solution of triethylamine (1.92 mL, 14 mmol), 2-amino-3-bromo-5-nitropyridine (4 g, 18 mmol), PdCl2(PPh3)2 (966 mg, 1.38 mmol) and CuI (262 mg, 1.38 mmol) in anhydrous tetrahydrofuran (80 mL) in the dark. The mixture was stirred at room temperature for 48 hours then concentrated in vacuo and resolvated in dichloromethane (150 mL). The organic solution was washed with water (25 mL), dried over MgSO4, filtered and concentrated in vacuo to 20% of its original volume and heptane (20 mL) was then added. The resultant yellow solid was filtered and dried to give 3-[3-(2-methoxy-ethoxy)-phenylethynyl]-5-nitro-pyridin-2-ylamine (4.2 g, 74% yield).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US07776878B2 |
| 출처 데이터셋 | uspto-grants-2010_08 |
| ORD ID | ord-ac9c557432594dedb36e832d89609042 |
| 출처 메모 | uspto-grants-2010_08 |