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1,1'-Carbonyldiimidazole → 8-methoxy-2H,3H-(1,2,4)triazolo(4,3-a)pyridin-3-one
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 1,1'-Carbonyldiimidazole | HCID 68263 | — |
| 反応物 | 2-Hydrazinyl-3-methoxypyridine | HCID 18545404 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 8-methoxy-2H,3H-(1,2,4)triazolo(4,3-a)pyridin-3-one | HCID 67067781 | 88% |
反応手順
To a stirred solution of (3-methoxypyridin-2-yl)hydrazine (2.7 g, 19.4 mmol) in THF (70 mL) was added 1,1′-carbonyldiimidazole (15.75 g, 90.1 mmol) at RT. After 16 hours, the resultant solid was collected by filtration and washed with THF. The solid was dissolved in a mixture of MeOH (120 mL) and water (20 mL) and stirred at RT for 10 minutes before evaporating to dryness. The resultant residue was subjected to flash chromatography (SiO2, gradient 3 to 5% MeOH in CHCl3) to afford the title compound (2.81 g, 88%) as a white solid. LCMS (Method A): RT=2.08 min, [M+H]+=166.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08546376B2 |
| 出典データセット | uspto-grants-2013_10 |
| ORD ID | ord-16cd5dc4c0484c3fb1ee5adaf2ca57e5 |
| 出典メモ | uspto-grants-2013_10 |