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5-Hydroxy-2-pentanone → 6-Chloro-5-cyclopropyl-2-(4-oxopentyloxy)nicotinamide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 5-Hydroxy-2-pentanone | HCID 14066 | — |
| 反応物 | Sodium hydride | HCID 24758 | — |
| 反応物 | 2,6-Dichloro-5-cyclopropylnicotinamide | HCID 86661719 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | 6-Chloro-5-cyclopropyl-2-(4-oxopentyloxy)nicotinamide | HCID 86661728 | 19.5% |
反応手順
To a mixture of 2,6-dichloro-5-cyclopropylnicotinamide (2.00 g, 8.66 mmol) and 5-hydroxypentan-2-one (883 mg, 8.66 mmol) in DMF (30 mL) was added and NaH (416 mg, 10.4 mmol) in portions at 0° C. The mixture was stirred at r.t. overnight, quenched by water, extracted by EtOAc. The separated organics was dried, concentrated and purified by column chromatography (Petroleum ether:EtOAc=10:1-1:1) to give 6-chloro-5-cyclopropyl-2-(4-oxopentyloxy)nicotinamide (500 mg, 19.4%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US09145429B2 |
| 出典データセット | uspto-grants-2015_09 |
| ORD ID | ord-c320b779add54b019cd7c26d7e3b13d0 |
| 出典メモ | uspto-grants-2015_09 |