참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Potassium Carbonate | HCID 11430 | — |
| 반응물 | Phenylboronic Acid | HCID 66827 | — |
| 반응물 | 5-bromo-6-chloro-1H-indole-3-carbaldehyde | HCID 86698566 | — |
| 촉매 | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| 용매 | Ethanol | HCID 702 | — |
| 용매 | Toluene | HCID 1140 | — |
| 생성물 | 6-Chloro-5-phenyl-1H-indole-3-carbaldehyde | HCID 86698572 | 98% |
반응 단계
A mixture of 5-bromo-6-chloro-1H-indole-3-carbaldehyde (200 mg, 0.77 mmol), phenyl boronic acid (114 mg, 0.93 mmol), 2N aqueous potassium carbonate (1.15 mL, 3.10 mmol) in toluene (3.3 mL) and EtOH (1.1 mL) was degassed with N2, treated with [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium(II) (56.6 mg, 0.077 mmol), and degassed again with N2. The mixture was subjected to microwave irradiation conditions at 120° C. for 30 minutes. The reaction mixture was cooled to room temperature, diluted with water and extracted with EtOAc (50 mL). The organic layer was washed with brine, dried over MgSO4 and concentrated in vacuo. The crude material was purified by flash chromatography (0-46% EtOAc/petroleum ether) to afford the title compound (190 mg, 98% yield) as a yellow solid.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US08889730B2 |
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| 출처 데이터셋 | uspto-grants-2014_11 |
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| ORD ID | ord-bc14fd9a3671457d8e8bfb84eb9723b6 |
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| 출처 메모 | uspto-grants-2014_11 |
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