HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 3-Bromo-6-chloroimidazo(1,2-b)pyridazine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | Imidazo(1,2-b)pyridazine, 6-chloro- | HCID 138828 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 3-Bromo-6-chloroimidazo(1,2-b)pyridazine | HCID 12872323 | 95% |
Reaction Steps
To a solution of 6-chloroimidazo[1,2-b]pyridazine (5 g, 32.6 mmol) in acetonitrile (300 mL) was added NBS (6.37 g, 35.8 mmol) and TFA (0.75 mL). The resulting solution was allowed to stir at it overnight. The solvents were removed under reduced pressure and the residue was dissolved in EtOAc, washed with NaHCO3 solution, water and brine, dried over Na2SO4 and concentrated in vacuo to afford 7.2 g (92%) of the title compound as a light yellow solid. 1H-NMR (400 MHz, CDCl3) δ ppm 7.91 (d, 1H), 7.79 (s, 1H), 7.12 (d, 1H). LCMS (method A): [MH]+=232/234, tR=4.48 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08507676B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-caad7f29d2a242dc8fe54e1db6cc63d8 |
| Source note | uspto-grants-2013_08 |