참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Sodium Carbonate | HCID 10340 | — |
| 반응물 | Phenylboronic acid pinacol ester | HCID 570673 | — |
| 반응물 | 3,5-Dichloro-2-cyanopyridine | HCID 2769699 | — |
| 용매 | Water | HCID 962 | — |
| 용매 | Ethyl Acetate | HCID 8857 | — |
| 용매 | Toluene ethanol | HCID 21863594 | — |
| 생성물 | 3-Chloro-5-phenylpicolinonitrile | HCID 66875522 | — |
반응 단계
A solution of 3,5-dichloropicolinonitrile (1.0 eq.), 4,4,5,5-tetramethyl-2-phenyl-1,3,2-dioxaborolane (1.0 eq.), tetrakis(triphenyl-phosphine)palladium (5 mol %), and 2N aqueous sodium carbonate solution (3.4 eq.) in toluene/ethanol (2:1, 0.04 M) was stirred at 100° C. for 2 hours, then 80° C. for 4 hours. After cooling to ambient temperature, the reaction content was diluted with ethyl acetate and water. The two phases were separated, and the aqueous layer was extracted twice with ethyl acetate. The combined organic layers were washed with brine, dried over anhydrous MgSO4, and concentrated en vacuo. The crude material was purified by flash chromatography on a COMBIFLASH® system (ISCO) using 0-80% ethyl acetate in hexane to give a white solid.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 특허 번호 | US08895577B2 |
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| 출처 데이터셋 | uspto-grants-2014_11 |
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| ORD ID | ord-62e0b7d7a59f4a5aa69d5e0c58d390bf |
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| 출처 메모 | uspto-grants-2014_11 |
|---|
