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4-(2-methoxycarbonylthiophen-3-yl)-3,6-dihydro-2H-pyridine-1-carboxylic acid t-butyl ester → 4-(2-Methoxycarbonylthiophen-3-yl)piperidine-1-carboxylic acid t-butyl ester
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 4-(2-methoxycarbonylthiophen-3-yl)-3,6-dihydro-2H-pyridine-1-carboxylic acid t-butyl ester | HCID 58442813 | — |
| 触媒 | Palladium hydroxide | HCID 9942167 | — |
| 溶媒 | Methanol | HCID 887 | — |
| 生成物 | 4-(2-Methoxycarbonylthiophen-3-yl)piperidine-1-carboxylic acid t-butyl ester | HCID 58442835 | 95.8% |
反応手順
A solution of 4-(2-methoxycarbonylthiophen-3-yl)-3,6-dihydro-2H-pyridine-1-carboxylic acid t-butyl ester (2.5 g, 7.7 mmol, 1.0 eq.) and Pd(OH)2/C (0.5 g, 0.6 mmol) in MeOH (70 mL) was degassed and purged with hydrogen (3×). The mixture was hydrogenated (4 atm) at room temperature overnight, then the vessel was evacuated and purged with nitrogen, and the material was filtered and washed with MeOH (150 mL). The remaining material was concentrated then again was hydrogenated (4 atm) at room temperature overnight. Filtering again as above, and concentrating the filtrate provided 4-(2-methoxycarbonylthiophen-3-yl)piperidine-1-carboxylic acid t-butyl ester (2.4 g).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08530663B2 |
| 出典データセット | uspto-grants-2013_09 |
| ORD ID | ord-4cf72d806fa54367b63badc338672e7d |
| 出典メモ | uspto-grants-2013_09 |