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HRID 475059作成日：2026年10月27日
Methanamine, N-methoxy-, hydrochloride (1:1) → trans-N-methoxy-N-methyl-2-phenylcyclopropane-1-carboxamide
https://huagongshe.com/reaction/475059
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Methanamine, N-methoxy-, hydrochloride (1:1) | HCID 81138 | — |
| 反応物 | Diisopropylethylamine | HCID 81531 | — |
| 反応物 | trans-2-Phenylcyclopropanecarboxylic acid | HCID 237413 | — |
| 反応物 | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| 溶媒 | Water | HCID 962 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | trans-N-methoxy-N-methyl-2-phenylcyclopropane-1-carboxamide | HCID 15141060 | 42% |
反応手順
To a stirred solution of 35 (117.5 g, 724.48 mmol, 1.00 equiv) in DMF (1.2 L) under N2 was added methoxy(methyl)amine hydrochloride (82.3 g, 844.10 mmol, 1.17 equiv), HATU (329 g, 775.58 mmol, 1.07 equiv), and DIPEA (117.5 mL). The reaction mixture was stirred under N2 at 25° C. overnight and then diluted with water (700 mL). The organic phase was extracted with EtOAc (3×1 L), and the combined organic layers were washed with water (3×1 L) and brine (1×1 L), dried (Na2SO4), filtered and concentrated in vacuo. The residue purified by SiO2 chromatography and eluted with EtOAc/petroleum ether (10 to 50% EtOAc) to afford 62.5 g (42%) of trans-N-methoxy-N-methyl-2-phenylcyclopropane-1-carboxamide (37) as a light yellow oil.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US08637537B2 |
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| 出典データセット | uspto-grants-2014_01 |
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| ORD ID | ord-117500c628e149d69f42b203e2b8eb9b |
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| 出典メモ | uspto-grants-2014_01 |
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