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Imidazo[1,2-a]pyridine-6-carbaldehyde → (Rac)-(6-chloro-imidazo[1,2-b]pyridazin-3-yl)-imidazo[1,2-a]pyridin-6-yl-methanol
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Imidazo[1,2-a]pyridine-6-carbaldehyde | HCID 7164582 | — |
| 反応物 | 3-Bromo-6-chloroimidazo(1,2-b)pyridazine | HCID 12872323 | — |
| 反応物 | HCID 178418443 | HCID 178418443 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | (Rac)-(6-chloro-imidazo[1,2-b]pyridazin-3-yl)-imidazo[1,2-a]pyridin-6-yl-methanol | HCID 87523529 | — |
反応手順
Ethyl magnesium bromide (3 M in Et2O, 333 μL, 1 mmol) was added to a solution of 3-bromo-6-chloro-imidazo[1,2-b]pyridazine (116 mg, 0.5 mmol) in THF (5 mL) at rt . The RM was stirred for 30 min and imidazo[1,2-a]pyridine-6-carbaldehyde (154 mg, 2 mmol) in THF (3 mL) was added dropwise. After 1 h the RM was extracted with a solution of NH4Cl and EtOAc. The combined organic phases were dried over Na2SO4, concentrated under reduced pressure, and purified by flash chromatography (CombiFlash® Companion System®, with RediSep® silica gel column, Hexane/EtOAc=95:5->0:100) to afford the title compound as a yellowish crystalline compound (tR 2.72 min (conditions 3), MH+=300.2).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08822468B2 |
| 出典データセット | uspto-grants-2014_09 |
| ORD ID | ord-ace1d23199a04b408e2ae628f50aea31 |
| 出典メモ | uspto-grants-2014_09 |