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Potassium Carbonate → (R)-1-(1-PHENYLPROPYL)-6-(QUINOLIN-5-YL)-1H-IMIDAZO[4,5-b]PYRAZIN-2(3H)-ONE
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Potassium Carbonate | HCID 11430 | — |
| 反応物 | Quinolin-5-ylboronic acid | HCID 5153389 | — |
| 反応物 | (R)-N2-(1-phenylpropyl)-6-(quinolin-5-yl)pyrazine-2,3-diamine | HCID 68853964 | — |
| 反応物 | (R)-6-Bromo-N2-(1-phenylpropyl)pyrazine-2,3-diamine | HCID 86626386 | — |
| 触媒 | HCID 178418397 | HCID 178418397 | — |
| 溶媒 | Water | HCID 962 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | (R)-1-(1-PHENYLPROPYL)-6-(QUINOLIN-5-YL)-1H-IMIDAZO[4,5-b]PYRAZIN-2(3H)-ONE | HCID 66699594 | 93% |
反応手順
(R)-N2-(1-phenylpropyl)-6-(quinolin-5-yl)pyrazine-2,3-diamine. (R)-6-Bromo-N2-(1-phenylpropyl)pyrazine-2,3-diamine (0.440 g, 1.43 mmol), quinoline-5-boronic acid (0.273 g, 1.58 mmol), tetrakis(triphenylphosphine)palladium (0.165 g, 0.143 mmol), potassium carbonate (0.789 g, 5.72 mmol), water (8 mL) and dimethylformamide (30 mL) were reacted according to General Procedure B. The crude was purified via Biotage silica gel chromatography (0-10% methanol/dichloromethane, 40S column) to afford the title compound (0.476 g, 93% yield). MS (ESI) m/z 356.4 [M+1]+.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08372976B2 |
| 出典データセット | uspto-grants-2013_02 |
| ORD ID | ord-8a0acac74f0f457897a5d23e595e3049 |
| 出典メモ | uspto-grants-2013_02 |