HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Iodoxybenzoic acid → (6-Chloroimidazo[1,2-b]pyridazin-3-yl)(7-fluoroquinolin-6-yl)methanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Iodoxybenzoic acid | HCID 108794 | — |
| Reactant | (6-Chloroimidazo[1,2-b]pyridazin-3-yl)(7-fluoroquinolin-6-yl)methanol | HCID 58147515 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | (6-Chloroimidazo[1,2-b]pyridazin-3-yl)(7-fluoroquinolin-6-yl)methanone | HCID 58147533 | 95% |
Reaction Steps
To a suspension of (6-chloro-imidazo[1,2-b]pyridazin-3-yl)-(7-fluoro-quinolin-6-yl)-methanol (1.8 g, 5.48 mmol) in acetone (200 mL) was added 2-iodoxybenzoic acid (8.52 g, 45%, 13.69 mmol) and the reaction mixture was stirred at reflux for 1 day. The solvent was removed under reduced pressure and the residue was dissolved in 200 mL of water. The solution was basified by 3N NaOH solution and the precipitate was collected, washed with water and dried over vacuum oven to afford 1.7 g (yield: 95%) title compound as a gray solid. 1H-NMR (400 MHz, DMSO-d6) δ ppm 9.04 (dd, 1H), 8.56 (d, 1H), 8.47 (m, 2H), 8.41 (s, 1H), 7.92 (d, 1H), 7.75 (d, 1H), 7.64 (q, 1H). LCMS (method B): [MH]+=327, tR=2.03 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08497368B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-9e0c37dcc3be4fbfbab5994c0f686585 |
| Source note | uspto-grants-2013_07 |