참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Dichloromethane | HCID 6344 | — |
| 반응물 | Potassium Phosphate, Tribasic | HCID 62657 | — |
| 반응물 | 4-Nitrophenylboronic acid | HCID 2773552 | — |
| 반응물 | Methyl 2-chloroquinoline-4-carboxylate | HCID 5202936 | — |
| 촉매 | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| 용매 | Dimethylformamide | HCID 6228 | — |
| 용매 | 1,4-Dioxane | HCID 31275 | — |
| 생성물 | 2-(4-Nitrophenyl)-4-quinolinecarboxylic acid methyl ester | HCID 3420370 | 78.8% |
반응 단계
PdCl2(dppf).CH2Cl2 (184 mg, 0.23 mmol), tripotassium phosphate (624 mg, 4.51 mmol), and 4-nitrophenylboronic acid (958 mg, 4.51 mmol) were added to a 1,4-dioxane (5 mL)/DMF (1 mL) mixed solution of 2-chloro-4-quinolinecarboxylic acid methyl ester (500 mg, 2.26 mmol) obtained in Reference Example 3, and the mixture was heated with stirring overnight at 85° C. in an argon atmosphere. After the reaction solution was concentrated, to the residue, a saturated aqueous solution of sodium chloride and methylene chloride were added, and insoluble matter was filtered off through celite. After that, the residue was subjected to extraction with methylene chloride and dried over anhydrous sodium sulfate. The solvent was distilled off, and the obtained residue was purified by silica gel column chromatography to obtain 2-(4-nitrophenyl)-4-quinolinecarboxylic acid methyl ester (549 mg, 1.78 mmol).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 특허 번호 | US08466290B2 |
|---|
| 출처 데이터셋 | uspto-grants-2013_06 |
|---|
| ORD ID | ord-eee545d12a32431c9e711717562ac72d |
|---|
| 출처 메모 | uspto-grants-2013_06 |
|---|
