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Sulfuric Acid → Ethyl 8-bromo-6-cyanoimidazo[1,2-a]pyridine-3-carboxylate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Sulfuric Acid | HCID 1118 | — |
| 反応物 | Sodium Bicarbonate | HCID 516892 | — |
| 反応物 | 6-Amino-5-bromopyridine-3-carbonitrile | HCID 1491250 | — |
| 反応物 | Potassium 2-chloro-3-ethoxy-3-oxoprop-1-en-1-olate | HCID 74089075 | — |
| 溶媒 | Ethanol | HCID 702 | — |
| 生成物 | Ethyl 8-bromo-6-cyanoimidazo[1,2-a]pyridine-3-carboxylate | HCID 118378872 | 46% |
反応手順
A mixture of 6-amino-5-bromonicotinonitrile (6.3 g), potassium 2-chloro-3-ethoxy-3-oxoprop-1-en-1-olate (15 g), sulfuric acid (2.2 mL) and ethanol (160 mL) was heated with reflux for 30 hr. To the reaction mixture was added saturated aqueous sodium bicarbonate solution, and the mixture was extracted with ethyl acetate. The extract was dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (4.3 g).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US09296746B2 |
| 出典データセット | uspto-grants-2016_03 |
| ORD ID | ord-2a2c8c3ab2aa495b82ba7df419346a5a |
| 出典メモ | uspto-grants-2016_03 |