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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

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantCesium carbonateHCID 10796—
Reactant4-MethylpiperidineHCID 69381—
ReactantN-(5-(6-chloroimidazo[1,2-b]pyridazin-2-yl)-2-(trifluoromethyl)phenyl)pivalamideHCID 86667850—
SolventWaterHCID 962—
Product2,2-dimethyl-N-[5-[6-(4-methyl-1-piperidyl)imidazo[2,1-f]pyridazin-2-yl]-2-(trifluoromethyl)phenyl]propanamideHCID 6798282043.5%

Reaction Conditions

Temperature120 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08871767B2
Source datasetuspto-grants-2014_10
ORD IDord-fbce0e91417a49079c8c1f745a35a0b2
Source noteuspto-grants-2014_10