HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 539751Generated: October 29, 2026
Dimethylformamide → 2,2-dimethyl-N-[5-[6-(4-methyl-1-piperidyl)imidazo[2,1-f]pyridazin-2-yl]-2-(trifluoromethyl)phenyl]propanamide
https://huagongshe.com/reaction/539751
Participants
| Role | Name | HCID | Charge |
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| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 4-Methylpiperidine | HCID 69381 | — |
| Reactant | N-(5-(6-chloroimidazo[1,2-b]pyridazin-2-yl)-2-(trifluoromethyl)phenyl)pivalamide | HCID 86667850 | — |
| Solvent | Water | HCID 962 | — |
| Product | 2,2-dimethyl-N-[5-[6-(4-methyl-1-piperidyl)imidazo[2,1-f]pyridazin-2-yl]-2-(trifluoromethyl)phenyl]propanamide | HCID 67982820 | 43.5% |
Reaction Steps
An 8 mL vial is charged with DMF (1 mL), 4-methylpiperidine (0.030 g), Cs2CO3 (0.130 g), and N-[5-(6-chloroimidazo[2,1-f]pyridazin-2-yl)-2-(trifluoromethyl)phenyl]-2,2-dimethyl-propanamide (0.0396 g, 0.1 mmol). The mixture is stirred at 120° C. for 16 hr, then diluted with H2O (5 mL) and extracted with Et2O (3 mL×2). Organics are dried and concentrated onto celite, purified by silica gel chromatography (0-100% EtOAc in Hexanes) to give the title compound (0.020 g, 43% yield). LCMS m/z=460.6 [M+H]+, tR=3.14 min. (compound same as Example 233)
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-fbce0e91417a49079c8c1f745a35a0b2 |
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| Source note | uspto-grants-2014_10 |
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