HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 539793Generated: October 26, 2026
Sodium Carbonate → 2,2-dimethyl-N-[2-methyl-5-[6-[4-(trifluoromethyl)-3-pyridyl]imidazo[2,1-f]pyridazin-2-yl]phenyl]propanamide
https://huagongshe.com/reaction/539793
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | (4-(Trifluoromethyl)pyridin-3-yl)boronic acid | HCID 44717662 | — |
| Reactant | N-[5-(6-chloroimidazo[2,1-f]pyridazin-2-yl)-2-methyl-phenyl]-2,2-dimethyl-propanamide | HCID 86667859 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Propan-2-ol--water (1/1) | HCID 21889133 | — |
| Product | 2,2-dimethyl-N-[2-methyl-5-[6-[4-(trifluoromethyl)-3-pyridyl]imidazo[2,1-f]pyridazin-2-yl]phenyl]propanamide | HCID 67982858 | 25% |
Reaction Steps
An 8 mL vial is charged with N-[5-(6-chloroimidazo[2,1-f]pyridazin-2-yl)-2-methyl-phenyl]-2,2-dimethyl-propanamide (0.034 g, 0.1 mmol), [4-(trifluoromethyl)-3-pyridyl]boronic acid (0.038 g), bis(triphenylphosphine)palladium(II) dichloride (7 mg), Na2CO3 (0.032 g), and isopropanol-water (1 mL, 3:1). The mixture is heated at 80° C. for 16 hr, cooled, concentrated, taken up in 1:1 EtOAc and CH2Cl2, filtered, concentrated onto celite and purified by silica gel chromatography (10-100% EtOAc in Hexanes) to give the title compound (0.011 g, 25% yield). LCMS m/z=454.5 [M+H]+, tR=2.47 min. (compound same as Example 364)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08871767B2 |
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| Source dataset | uspto-grants-2014_10 |
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| ORD ID | ord-3dffd1fd5ca044dda95e7091208422fb |
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| Source note | uspto-grants-2014_10 |
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