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2-Amino-3-(2-methylbenzylamino)pyridine → 8-(2-Methylbenzylamino)-3-(2-propynyl)-2-methylimidazo[1,2-a]pyridine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 2-Amino-3-(2-methylbenzylamino)pyridine | HCID 13825891 | — |
| 反応物 | 3-Mesyloxy-5-hexyn-2-one | HCID 14368346 | — |
| 溶媒 | Ethanol | HCID 702 | — |
| 生成物 | 8-(2-Methylbenzylamino)-3-(2-propynyl)-2-methylimidazo[1,2-a]pyridine | HCID 13825926 | 30.3% |
反応手順
A solution of 2-amino-3-(2-methylbenzylamino)pyridine (2 g) and 3-mesyloxy-5-hexyn-2-one (1.78 g) in ethanol (40 ml) was refluxed for 31.5 hours and then evaporated in vacuo. The residue was treated with aqueous sodium bicarbonate solution and extracted with methylene chloride. The extract was washed with water, dried over magnesium sulfate, and evaporated in vacuo. The residue was purified by column chromatography on silica gel (40 g) with a mixtutre of methylene chloride and ethyl acetate (50:1 to 10:1) as an eluent to give 8-(2-methylbenzylamino)-3-(2-propynyl)-2-methylimidazo[1,2-a]pyridine (0.82 g).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US04725601 |
| 出典データセット | uspto-grants-1988_02 |
| ORD ID | ord-02f0036534674dbdbf7bb937e43757ec |
| 出典メモ | uspto-grants-1988_02 |