HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → 3-bromo-N-[2-methyl-5-[6-[2-(trifluoromethyl)-3-pyridyl]imidazo[2,1-f]pyridazin-2-yl]phenyl]benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Benzoyl chloride, 3-bromo- | HCID 74377 | — |
| Reactant | 2-Methyl-5-[6-[2-(trifluoromethyl)-3-pyridyl]imidazo[2,1-f]pyridazin-2-yl]aniline | HCID 68089323 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 3-bromo-N-[2-methyl-5-[6-[2-(trifluoromethyl)-3-pyridyl]imidazo[2,1-f]pyridazin-2-yl]phenyl]benzamide | HCID 68089222 | 80% |
Reaction Steps
A 20 mL vial is charged with 2-methyl-5-[6-[2-(trifluoromethyl)-3-pyridyl]imidazo[2,1-f]pyridazin-2-yl]aniline (0.444 g, 1.2 mmol), 3-bromobenzoyl chloride (0.378 mL, 1.8 mol), pyridine (0.292 mL, 3.6 mmol), MeCN (4 mL) and the mixture is stirred at room temperature for 18 hr. The reaction mixture is concentrated onto celite and purified by silica gel chromatography (0-100% EtOAc in CH2Cl2) to give the title compound (530 mg). LCMS (m/z)=552.3 and 554.3 [M+H]+, tR=3.04 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08871767B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-96d41f39610c45af88ca531c4d11ad9c |
| Source note | uspto-grants-2014_10 |