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1,8-Diazabicyclo(5.4.0)undec-7-ene → 7-Methoxy-4-((5-phenyl-[1,2,3]triazolo[1,5-a]pyridin-3-yl)methoxy)quinoline
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| 反応物 | 4-Acetamidobenzenesulfonyl azide | HCID 5129185 | — |
| 反応物 | Methyl 2-(4-phenylpyridin-2-yl)acetate | HCID 67503470 | — |
| 反応物 | 5-Phenyl-[1,2,3]triazolo[1,5-a]pyridine-3-carboxylate | HCID 86630264 | — |
| 溶媒 | Acetonitrile | HCID 6342 | — |
| 生成物 | 7-Methoxy-4-((5-phenyl-[1,2,3]triazolo[1,5-a]pyridin-3-yl)methoxy)quinoline | HCID 57691340 | — |
反応手順
5-Phenyl-[1,2,3]triazolo[1,5-a]pyridine-3-carboxylate. To a solution of methyl 2-(4-phenylpyridin-2-yl)acetate (see Lohse, O.; Thevenin, P.; Waldvogel, E. Synlett 1999, 1, 45-48) (0.504 g, 2.22 mmol) in 12 mL CH3CN was added DBU (0.501 ml, 3.33 mmol) and the mixture cooled in an ice bath. To the solution, 4-acetamidobenzenesulfonyl azide (0.533 g, 2.22 mmol) was added and the mixture allowed to warm to rt. The mixture was stirred at rt for 5 h then evaporated. The residue was diluted with CH2Cl2, washed with water, brine, dried over Na2SO4, and filtered. The title compound was obtained after purification via flash chromatography.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08198448B2 |
| 出典データセット | uspto-grants-2012_06 |
| ORD ID | ord-9777b9de91304c46a43ed3a49353da7b |
| 出典メモ | uspto-grants-2012_06 |