関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | 1-Propanol | HCID 1031 | — |
| 反応物 | Cesium carbonate | HCID 10796 | — |
| 反応物 | Potassium Hydroxide | HCID 14797 | — |
| 反応物 | Pyrrolidine | HCID 31268 | — |
| 反応物 | Methyl 6-bromo-5-chloro-2-pyrazinecarboxylate | HCID 59254839 | — |
| 溶媒 | Water | HCID 962 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | 6-Propoxy-5-pyrrolidin-1-yl-pyrazine-2-carboxylic acid | HCID 68567445 | 17.1% |
反応手順
A mixture of 71.3 mg (0.28 mmol) 6-bromo-5-chloro-pyrazine-2-carboxylic acid methyl ester, 182.4 mg (0.56 mmol) Cs2CO3 and 17 mg (0.286 mmol) propanol in 1 mL DMF was heated to 60° C. for 16 h. Subsequently, 60 mg (0.84 mmol) pyrrolidine was added and the mixture was heated to 100° C. for 16 h. 0.2 mL water and 0.05 mL 5N KOH was added and heated to 60° C. for 2 h. The mixture was purified by preparative HPLC on reversed phase eluting with a gradient formed from acetonitrile, water and formic acid. The combined product fractions were evaporated to yield 12 mg (17%) of the title compound. m/z (ES+): 252.0 (M+H).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 特許番号 | US07691863B2 |
|---|
| 出典データセット | uspto-grants-2010_04 |
|---|
| ORD ID | ord-9f488e8a6de64466a386149e959d17ff |
|---|
| 出典メモ | uspto-grants-2010_04 |
|---|
