HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrogen Peroxide → 2-[3-(2,2-Dimethylpropanoylamino)-4-(trifluoromethyl)phenyl]imidazo[2,1-f]pyridazine-6-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrogen Peroxide | HCID 784 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Dimethylsulfoxide ethanol | HCID 22338741 | — |
| Reactant | N-[5-(6-cyanoimidazo[2,1-f]pyridazin-2-yl)-2-(trifluoromethyl)phenyl]-2,2-dimethyl-propanamide | HCID 67983247 | — |
| Solvent | Water | HCID 962 | — |
| Product | 2-[3-(2,2-Dimethylpropanoylamino)-4-(trifluoromethyl)phenyl]imidazo[2,1-f]pyridazine-6-carboxamide | HCID 67982788 | 60% |
Reaction Steps
An 8 mL vial is charged with N-[5-(6-cyanoimidazo[2,1-f]pyridazin-2-yl)-2-(trifluoromethyl)phenyl]-2,2-dimethyl-propanamide (0.019 g, 0.05 mmol), EtOH-DMSO (1.2 mL, 5:1), NaOH (0.1 mL, 1M in water), and H2O2 (0.1 mL, 30% in water). The mixture is stirred for 2 hr at room temp, diluted with water (4 mL), extracted EtOAc (2×) and CH2Cl2 (1 x). Organics are dried, concentrated onto celite and purified on silica (0-100% EtOAc in CH2Cl2) to give the title compound (12 mg, 60% yield). LCMS m/z=406.5 [M+H]+, tR=2.12 min. (compound same as Example 180)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08871767B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-e86ba2833945498ca86d2c9b86c1b302 |
| Source note | uspto-grants-2014_10 |