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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1483789Generated: October 30, 2026

Cesium fluoride → N-((tetrahydro-2H-thiopyran-4-yl)methyl)-3-(3-(trifluoromethoxy)phenyl)imidazo[1,2-b]pyridazin-6-amine

https://huagongshe.com/reaction/1483789

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium fluorideHCID 25953—
ReactantDiisopropylethylamineHCID 81531—
Reactant1-(Thian-4-yl)methanamineHCID 21522763—
Reactant6-Chloro-3-(3-(trifluoromethoxy)phenyl)imidazo[1,2-b]pyridazineHCID 59379861—
SolventDimethyl SulfoxideHCID 679—
ProductN-((tetrahydro-2H-thiopyran-4-yl)methyl)-3-(3-(trifluoromethoxy)phenyl)imidazo[1,2-b]pyridazin-6-amineHCID 6659806630%

Reaction Conditions

Temperature120 °C

Reaction Steps

To the solution of compound (tetrahydro-2H-thiopyran-4-yl)methanamine (150 mg, 1.14 mmol) and compound 6-chloro-3-(3-(trifluoromethoxy)phenyl)imidazo[1,2-b]pyridazine (358 mg, 1.14 mmol) in 3 mL DMSO was added DIEA (0.22 mL, 2.28 mmol) and 10 mg CsF, the solvent was stirred for 5 h at 120° C., Then the mixture was purified by HPLC to afford the compound N-((tetrahydro-2H-thiopyran-4-yl)methyl)-3-(3-(trifluoromethoxy)phenyl)imidazo[1,2-b]pyridazin-6-amine (26 mg, 30%) as yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09416132B2
Source datasetuspto-grants-2016_08
ORD IDord-2b5cea5e22fd4c34b62a1a2775c8f668
Source noteuspto-grants-2016_08