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Water → 4-[4-(t-Butoxycarbonylamino)methyl-4-hydroxypiperidin-1-yl]pyridine 1-Oxide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Water | HCID 962 | — |
| 反応物 | 4-chloropyridine N-oxide | HCID 70724 | — |
| 反応物 | Sodium Bicarbonate | HCID 516892 | — |
| 反応物 | tert-butyl N-((4-hydroxypiperidin-4-yl)methyl)carbamate | HCID 10868112 | — |
| 溶媒 | Isoamyl Alcohol | HCID 31260 | — |
| 生成物 | 4-[4-(t-Butoxycarbonylamino)methyl-4-hydroxypiperidin-1-yl]pyridine 1-Oxide | HCID 11034658 | 36.8% |
反応手順
To a suspension in isoamyl alcohol (35 ml) of conventionally known compounds: 4-[(t-butoxycarbonylamino)methyl]-4-hydroxypiperidine (2.00 g) and 4-chloropyridine 1-oxide (1.12 g), was added sodium hydrogencarbonate (1.75 g) and the mixture was heated under reflux for 4 hours. The reaction mixture was allowed to cool and water was added thereto. The reaction mixture was extracted with methylene chloride and the organic layer was washed with saturated sodium chloride solution and dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure and the resulting residue was purified by silica gel column chromatography (eluent:methylene chloride:methanol=9:1-4:1) to obtain the title compound (1.03 g).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06858599B2 |
| 出典データセット | uspto-grants-2005_02 |
| ORD ID | ord-784990b1458d4facbd2c0e6fab5babbd |
| 出典メモ | uspto-grants-2005_02 |