HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 539790Generated: October 26, 2026
Sodium Carbonate → HCID 57404540, compound
https://huagongshe.com/reaction/539790
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | [2-(Trifluoromethyl)pyridin-3-yl]boronic acid | HCID 44717660 | — |
| 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 | HCID 57404540 | HCID 57404540 | 33.1% |
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, 0.0001 mol), [2-(trifluoromethyl)-3-pyridyl]boronic acid (Combi-Blocks, 0.038 g), bis(triphenylphosphine)palladium(II) dichloride (0.007 g), Na2CO3 (0.032 g), and isopropanol-water (1 mL, 3:1). The mixture is heated at 80° C. for 16 hr. The mixture is concentrated, taken up in EtOAc and CH2Cl2 (1:1), filtered, concentrated onto celite, and purified by silica gel chromatography (0-100% EtOAc in Hexanes) to give the title compound (0.015 g, 33% yield). LCMS m/z=454.6 [M+H]+, tR=2.52 min. (compound same as Example 284)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08871767B2 |
|---|
| Source dataset | uspto-grants-2014_10 |
|---|
| ORD ID | ord-564cc7a68a2645cda917c8cf27a34824 |
|---|
| Source note | uspto-grants-2014_10 |
|---|
