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Nitrogen → 6-(Pyridin-4-yl)-[1]pyrindin-5,7-dione
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Nitrogen | HCID 947 | — |
| 反応物 | 4-Pyridinecarboxaldehyde | HCID 13389 | — |
| 反応物 | furo(3,4-b)pyridin-5(7H)-one | HCID 819439 | — |
| 反応物 | Sodium Methoxide | HCID 10942334 | — |
| 溶媒 | Methanol | HCID 887 | — |
| 溶媒 | Water | HCID 962 | — |
| 溶媒 | Ethyl Propionate | HCID 7749 | — |
| 生成物 | 6-(Pyridin-4-yl)-[1]pyrindin-5,7-dione | HCID 86204650 | — |
反応手順
To a suspension of 20.27 g (150 mmol) furo[3,4-b]pyridin-5(7H)-one (for preparation see Synthesis 1997, 113) and 14.13 ml (150 mmol) 4-pyridinecarbaldehyde in 120 ml methanol and 75 ml ethyl propionate, 27.8 ml (150 mmol) of a 5.4 M solution of sodium methylate in methanol is added dropwise under ice cooling (and N2 atmosphere). The mixture is heated for 15 min to RT and then for 2 h to reflux temperature. The suspension temporarily goes into solution before a solid forms again. After cooling, 120 ml water is added, before stirring, filtering and washing the product with water. Further product is obtainable from the filtrate by acidification with acetic acid: FAB MS (M+H)+=225.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06710047B2 |
| 出典データセット | uspto-grants-2004_03 |
| ORD ID | ord-56b0e90b53f24975b41a3d0d8eef69c9 |
| 出典メモ | uspto-grants-2004_03 |