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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 539752Generated: October 29, 2026

Dimethylformamide → N-[5-[6-[(cis)-2,6-dimethylmorpholin-4-yl]imidazo[2,1-f]pyridazin-2-yl]-2-(trifluoromethyl)phenyl]-2,2-dimethyl-propanamide

https://huagongshe.com/reaction/539752

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantCesium carbonateHCID 10796—
Reactant2,6-Dimethylmorpholine, cis-HCID 641500—
ReactantN-(5-(6-chloroimidazo[1,2-b]pyridazin-2-yl)-2-(trifluoromethyl)phenyl)pivalamideHCID 86667850—
SolventWaterHCID 962—
ProductN-[5-[6-[(cis)-2,6-dimethylmorpholin-4-yl]imidazo[2,1-f]pyridazin-2-yl]-2-(trifluoromethyl)phenyl]-2,2-dimethyl-propanamideHCID 6798473257%

Reaction Conditions

Temperature120 °C

Reaction Steps

An 8 mL vial is charged with DMF (1 mL), cis-2,6-dimethylmorpholine (0.034 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 (0.027 g, 57% yield). LCMS m/z=476.6 [M+H]+, tR=2.77 min. (compound same as Example 250)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08871767B2
Source datasetuspto-grants-2014_10
ORD IDord-1345f86b9533409cb984cb1d39e5f053
Source noteuspto-grants-2014_10