HuagongsheHuagongshe Chemistry Print Report · For research reference only
6-Amino-3-chloropyridazine → 6-Chloro-2-[3-nitro-4-(trifluoromethyl)phenyl]imidazo[2,1-f]pyridazine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 6-Amino-3-chloropyridazine | HCID 21643 | — |
| Reactant | 2-Bromo-1-[3-nitro-4-(trifluoromethyl)phenyl]ethanone | HCID 57516269 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 6-Chloro-2-[3-nitro-4-(trifluoromethyl)phenyl]imidazo[2,1-f]pyridazine | HCID 86667848 | 727.3% |
Reaction Steps
A stirred solution of 6-chloropyridazin-3-amine (0.842 g, 0.0065 mol) and 2-bromo-1-[3-nitro-4-(trifluoromethyl)phenyl]ethanone (2.03 g, 0.65 mmol) in acetonitrile (37.34 mL) is heated at 90° C. for 48 hr. The reaction mixture is concentrated and purified by silica gel chromatography (CH2Cl2 to EtOAc) to give the title compound (1.62 g, 73% yield). LCMS m/z=343.3 [M+H]+, tR=3.15 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08871767B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-5f37ead536be4e8db0e0743553545e82 |
| Source note | uspto-grants-2014_10 |