Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Benzo(B)Thiophene-2-Boronic Acid → 5-(1-Benzothien-2-yl)pyridine-2-carboxamide
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Benzo(B)Thiophene-2-Boronic Acid | HCID 2359 | — |
| 반응물 | Potassium Carbonate | HCID 11430 | — |
| 반응물 | 5-Bromopyridine-2-carboxamide | HCID 735151 | — |
| 촉매 | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| 용매 | Dimethylformamide | HCID 6228 | — |
| 생성물 | 5-(1-Benzothien-2-yl)pyridine-2-carboxamide | HCID 25014930 | 3.6% |
반응 단계
2-Benzothienylboronic acid (1.8 mmol), 5-bromopyridine-2-carboxamide (1.2 mmol), 2M K2CO3 (2.4 mL), Pd(dppf)Cl2 (0.12 mmol) were mixed and stirred at 80° C. in DMF for 3 h. The reaction mixture was filtered and to the filtrated was added EtOAc and H2O. The layers were separated and the aqueous phase was extracted twice with EtOAc. The organic extracts were dried over Na2SO4. The solvent was evaporated in vacuo to give a brown solid. The crude was subjected to reverse phase HPLC to afford the title compound as a light brown solid (11 mg). 1H NMR δ ppm 9.07 (d, 1 H) 8.34 (dd, 1 H) 8.24-8.02 (m, 5 H) 7.73 (s br, 1 H) 7.54-7.37 (m, 2 H); MS m/z 255 (M+H).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US07772256B2 |
| 출처 데이터셋 | uspto-grants-2010_08 |
| ORD ID | ord-a032e3afb19e418595dd11b2e977e424 |
| 출처 메모 | uspto-grants-2010_08 |