Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Triphenylphosphine → 3-Bromo-1-[2-(2,2-dimethyl-1,3-dioxolan-4-yl)ethyl]-1h-pyrrolo[2,3-c]pyridine
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Triphenylphosphine | HCID 11776 | — |
| 반응물 | 3-(2,2-Dimethyl-1,3-dioxolan-4-yl)propan-1-ol | HCID 231551 | — |
| 반응물 | Dibenzyl azodicarboxylate | HCID 5387121 | — |
| 반응물 | 3-Bromo-1H-pyrrolo[2,3-c]pyridine | HCID 12410856 | — |
| 용매 | Tetrahydrofuran | HCID 8028 | — |
| 생성물 | 3-Bromo-1-[2-(2,2-dimethyl-1,3-dioxolan-4-yl)ethyl]-1h-pyrrolo[2,3-c]pyridine | HCID 69219906 | 199.9% |
반응 단계
A mixture of Example 695J (118 mg, 0.6 mmol), 3-(2,2-dimethyl-[1,3]dioxolan-4-yl)-propan-1-ol (131.6 mg, 0.9 mmol), polymer-supported PPh3 (400 mg, 1.2 mmol), and DBAD (0.268 mg, 1.2 mmol) in THF (3 mL) was stirred at room temperature for 8 hours. The reaction mixture was loaded onto the silica gel column and eluted with 100% EtOActo give 0.39 g of the desired product (67%). MS (DCI) m/e 326 (M+H)+, 1H NMR (500 MHz, DMSO-d6): □ 8.94 (s, 1H), 8.23 (d, J=5.49 Hz, 1H), 7.88 (s, 1H), 7.41 (d, J=5.49 Hz, 1H), 4.37-4.40 (m, 2H), 3.91-3.97 (m, 2H), 3.47 (dd, J=7.63, 6.41 Hz, 1H), 2.07 (m, 1H), 1.98 (m, 1H), 1.34 (s, 3H), 1.24 (s, 3H).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US07456169B2 |
| 출처 데이터셋 | uspto-grants-2008_11 |
| ORD ID | ord-1405895a320b432faf4faa44131fb33e |
| 출처 메모 | uspto-grants-2008_11 |