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Piperidine → 3-Bromo-5-(piperidin-1-ylmethyl)pyridine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Piperidine | HCID 8082 | — |
| 反応物 | 5-Bromo-3-pyridinecarboxaldehyde | HCID 2784734 | — |
| 反応物 | Sodium triacetoxyborohydride | HCID 5049666 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | 3-Bromo-5-(piperidin-1-ylmethyl)pyridine | HCID 67188805 | 71% |
反応手順
5-Bromo-pyridine-3-carbaldehyde (0.190g, 1 mmol), NaB(OAc)3H (0.320 g, 1.50 mmol) and piperidine (0.090 g, 1.05 mmol) were suspended in DCM (8 mL) and the reaction mixture was stirred overnight at rt. The reaction was quenched by the addition of 1 M NaOH solution (5 mL) and the mixture was stirred for 1 h. The reaction mixture was extracted with DCM (3×15 mL). The organic extracts were combined, dried over Na2SO4, filtered, and concentrated to yield a crude oily product (0.18 g, 71%). This crude product was carried to the next step.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07423147B2 |
| 出典データセット | uspto-grants-2008_09 |
| ORD ID | ord-f27ee76980884117baec2023d5ba8948 |
| 出典メモ | uspto-grants-2008_09 |