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p-Toluenesulfonic acid → 2-Pentenoic acid, 3-(3-pyridinylamino)-, methyl ester, (Z)-
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | p-Toluenesulfonic acid | HCID 6101 | — |
| 反応物 | 3-Aminopyridine | HCID 10009 | — |
| 反応物 | 3-Oxohexanoate | HCID 11966264 | — |
| 溶媒 | Diethyl Ether | HCID 3283 | — |
| 生成物 | 2-Pentenoic acid, 3-(3-pyridinylamino)-, methyl ester, (Z)- | HCID 19890803 | 467.6% |
反応手順
A mixture of 3-aminopyridine (5.0 g), methylpropionylacetate (7.6 g) and p-toluenesulphonic acid (0.5 g) was stirred for 96 hours and then ether (100 ml) was added. The solution was washed with water (100 ml) and dried (MgSO4). The solvent was removed by evaporation and the residue purified by flash chromatography, eluting with ethyl acetate to give methyl-(Z)-3-(3-pyridylamino)-2-pentenoate (B3) (2.8 g) as an oil; NMR (CDCl3): 1.1(t,3H), 2.5(q,2H), 3.7(s,3H), 4.95(s,1H), 7.3(m,1H), 7.4(m,1H), 8.4(m,2H), 10.3(br,1H).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05126344 |
| 出典データセット | uspto-grants-1992_06 |
| ORD ID | ord-d221c66ba92248faba65111fab6dcb1d |
| 出典メモ | uspto-grants-1992_06 |