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3-Bromo-6-chloroimidazo(1,2-b)pyridazine → (6-Chloroimidazo[1,2-b]pyridazin-3-yl)(5,7-difluoroquinolin-6-yl)methanol
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 3-Bromo-6-chloroimidazo(1,2-b)pyridazine | HCID 12872323 | — |
| 反応物 | 5,7-Difluoroquinoline-6-carbaldehyde | HCID 57917282 | — |
| 反応物 | HCID 178461630 | HCID 178461630 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | (6-Chloroimidazo[1,2-b]pyridazin-3-yl)(5,7-difluoroquinolin-6-yl)methanol | HCID 58147519 | 97% |
反応手順
To a solution of 3-bromo-6-chloro-imidazo[1,2-b]pyridazine (2.40 g, 10.35 mmol) in 30 mL of THF was added EtMgBr (1M in THF, 12.43 mL, 12.42 mmol) solution at rt. The solution was stirred for 30 min and a solution of 5,7-difluoroquinoline-6-carbaldehyde (2.0 g, 10.35 mmol) in 10 mL of THF was added. The resulting mixture was stirred at rt for additional 2 h and then quenched with 50 mL of NH4Cl solution. The solution was extracted with EtOAc and the combined organic layers were washed with water, brine, dried over Na2SO4 and concentrated in vacuo to afford 3.48 g (97%) of the title compound. LCMS (method B): [MH]+=347, tR=1.23 min.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08507676B2 |
| 出典データセット | uspto-grants-2013_08 |
| ORD ID | ord-e51f20782c284a36bcfcb3c8c727a239 |
| 出典メモ | uspto-grants-2013_08 |