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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1483793Generated: October 31, 2026

Cesium fluoride → 1-Methyl-4-(((3-(3-(trifluoromethoxy)phenyl)imidazo[1,2-b]pyridazin-6-yl)amino)methyl)piperidin-4-ol

https://huagongshe.com/reaction/1483793

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium fluorideHCID 25953—
Reactant4-(Aminomethyl)-1-methylpiperidin-4-olHCID 6484262—
Reactant6-Chloro-3-(3-(trifluoromethoxy)phenyl)imidazo[1,2-b]pyridazineHCID 59379861—
SolventDimethyl SulfoxideHCID 679—
Product1-Methyl-4-(((3-(3-(trifluoromethoxy)phenyl)imidazo[1,2-b]pyridazin-6-yl)amino)methyl)piperidin-4-olHCID 6659806910.9%

Reaction Conditions

Temperature120 °C

Reaction Steps

CsF (50 mg, 0.33 mmol) was added to the mixture of 6-chloro-3-(3-(trifluoromethoxy)phenyl)imidazo[1,2-b]pyridazine (150 mg, 0.48 mmol) and 4-(aminomethyl)-1-methylpiperidin-4-ol (150 mg, 1.04 mmol) in DMSO (1.5 mL). The mixture was heated to 120° C. over night and partitioned with EtOAc (10 mL) and water (10 mL). The organic layer was washed with brine (8 mL×3), dried with Na2SO4 and concentrated under reduced pressure. The residue was purified by pre-HPLC to give the product 1-methyl-4-(((3-(3-(trifluoromethoxy)phenyl)imidazo[1,2-b]pyridazin-6-yl)amino)methyl)piperidin-4-ol (22 mg, 10%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09416132B2
Source datasetuspto-grants-2016_08
ORD IDord-86f3a79c95464a90988948515f51df22
Source noteuspto-grants-2016_08