関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Potassium Carbonate | HCID 11430 | — |
| 反応物 | 2-Chloro-6-methoxyquinoline | HCID 83647 | — |
| 反応物 | (2-Amino-4-(methoxycarbonyl)phenyl)boronic acid | HCID 2737801 | — |
| 触媒 | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| 溶媒 | Water 2-methoxyethanol | HCID 22504935 | — |
| 生成物 | Methyl 3-amino-4-(6-methoxyquinolin-2-yl)benzoate | HCID 66980049 | 19% |
反応手順
To a mixture of compound 2-chloro-6-methoxyquinoline (1.70 g, 8.78 mmol), 2-amino-4-(methoxycarbonyl)phenylboronic acid (2.05 g, 10.5 mmol), and K2CO3 (2.43 g, 17.6 mmol) in ethylene glycol monomethyl ether/H2O (35 mL/5 mL) was added Pd(dppf)Cl2 (158 mg, 0.193 mmol) under N2 atmosphere. Then the mixture was heated to 80° C. for 3 hours. After aqueous workup with EtOAc extraction, the resulting crude product was purified by silica gel column (PE/EtOAc=15/1 to 3/1) to give the product (500 mg, yield 19%) as a yellow solid.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 特許番号 | US09139528B2 |
|---|
| 出典データセット | uspto-grants-2015_09 |
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| ORD ID | ord-acc6f3c4897341db8e870168f0a347d9 |
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| 出典メモ | uspto-grants-2015_09 |
|---|
