참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Piperidine | HCID 8082 | — |
| 반응물 | 4-Bromo-3-chlorobenzoic acid | HCID 12594302 | — |
| 시약 | Sodium t-butoxide | HCID 23676156 | — |
| 촉매 | Binap, (A+-)- | HCID 634876 | — |
| 촉매 | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| 용매 | Toluene | HCID 1140 | — |
| 생성물 | 3-Chloro-4-(piperidin-1-yl)benzoic acid | HCID 18956231 | 10% |
반응 단계
4-bromo-3-chlorobenzoic acid (0.353 g, 1.5 mmol), piperidine (0.234 mL, 2.25 mmol), and sodium tert-butoxide (0.216 g, 2.25 mmol) were stirred together under N2 and heated to 80 °C. Pd2(dba)3 (0.014 g, 0.015 mmol), and BINAP (0.031 g, 0.05 mmol) were mixed in toluene (2 mL) and then added to the mixture and stirred at 110 °C overnight. LCMS showed a very small amount of desired product (~2%). The reaction mixture was degassed with N2 for 30 minutes, then addtional Pd/ Binap was added. The reaction was again heated to 110 C. LCMS showed a small amount of desired product (~10%) but mostly still starting material. The desired product was not isolated from this reaction.
출처 및 근거
| 출처 데이터셋 | 750 AstraZeneca ELN dataset |
|---|
| ORD ID | ord-398e791076cd44778e3b80090d8d8371 |
|---|
| 출처 메모 | 750 AstraZeneca ELN dataset |
|---|