化工社化工社 化学情報印刷レポート · 研究参考用
Methanamine, hydrochloride (1:1) → ethyl 1-(2-(methylamino)-2-oxoethyl)-1H-indole-2-carboxylate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Methanamine, hydrochloride (1:1) | HCID 11637 | — |
| 反応物 | Diisopropylethylamine | HCID 81531 | — |
| 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 | — |
| 反応物 | 1-(carboxy-methyl)-1H-indole-2-carboxylic ethyl ester | HCID 18327607 | — |
| 溶媒 | Water | HCID 962 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | ethyl 1-(2-(methylamino)-2-oxoethyl)-1H-indole-2-carboxylate | HCID 89601817 | — |
反応手順
A mixture of 2-(2-(ethoxycarbonyl)-1H-indol-1-yl)acetic acid (3.78 g), HATU (6.98 g), methylammonium chloride, and Hunig's base (6.33 mL) in DMF (77 mL) was stirred at room temperature for 24 hr. The reaction was worked up by the addition of water and the aqueous phase was extracted with EtOAc (2×65 mL). The combined organic phase was washed with brine, dried over Na2SO4, filtered and evaporated. The residue was purified by CombiFlash (0-100% EtOAc/hexane) to afford the title compound as a yellowish solid.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US09345905B2 |
| 出典データセット | uspto-grants-2016_05 |
| ORD ID | ord-289c97a6f52141fc912f358ed0430c84 |
| 出典メモ | uspto-grants-2016_05 |