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Piperidine → Methyl 6-(piperidin-1-ylmethyl)nicotinate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Piperidine | HCID 8082 | — |
| 反応物 | Methyl 6-formylpyridine-3-carboxylate | HCID 586269 | — |
| 反応物 | Sodium triacetoxyborohydride | HCID 5049666 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 溶媒 | Sodium Hydroxide | HCID 14798 | — |
| 生成物 | Ammonia | HCID 222 | 1% |
| 生成物 | Methyl 6-(piperidin-1-ylmethyl)nicotinate | HCID 44515770 | 148.2% |
反応手順
To a solution of 6-formyl-nicotinic acid methyl ester (0.200 g, 1.21 mmol) and piperidine (0.14 mL, 1.33 mmol) in DCM (15 mL) was added NaB(OAc)3H (0.380 g, 1.80 mmol). After 18 h, the reaction was diluted with 1 N NaOH (10 mL) and extracted with DCM (2×50 mL). The organic layers were combined, dried (Na2SO4), and concentrated. Chromatography of the residue (SiO2; 1-3% 2 M NH3 in MeOH/DCM) gave the title compound as an oil (0.210 g, 74%).
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-0f2d767c6c3c4174915665f9ecb1aee8 |
| 出典メモ | uspto-grants-2008_09 |