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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2370046Generated: October 26, 2026

1-Methyl-4-piperidinemethanol → 7-Methyl-6-((1-methylpiperidin-4-yl)methoxy)-3-(3(trifluoromethoxy)phenyl) imidazo[1,2-b]pyridazine

https://huagongshe.com/reaction/2370046

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Methyl-4-piperidinemethanolHCID 271971—
ReactantSodium t-butoxideHCID 23676156—
Reactant6-Chloro-7-methyl-3-(3-(trifluoromethoxy)phenyl)imidazo[1,2-b]pyridazineHCID 59380263—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventTolueneHCID 1140—
Product7-Methyl-6-((1-methylpiperidin-4-yl)methoxy)-3-(3(trifluoromethoxy)phenyl) imidazo[1,2-b]pyridazineHCID 25025851118.4%

Reaction Conditions

Temperature165 °C

Reaction Steps

To the toluene (5 mL) solvent was added Compound 11 (80 mg, 0.224 mmol), (1-methylpiperidine-4-yl)methanol 14 (47.3 mg, 0.366 mmol), ligand (14.41 mg, 0.037 mmol), NaOtBu (33.3 mg, 0.347 mmol) and Pd2(dba)3 (16.77, 0.018 mmol). The resulting reaction mixture was degassed for 10 min under argon and then was heated with microwave at 165° C. Concentration and preparative TLC (10% MeOH/DCM) afforded 111.5 mg (11.2%) of Compound 7-34.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08710057B2
Source datasetuspto-grants-2014_04
ORD IDord-c1dfb3eca82842aa84c3d0e67299de33
Source noteuspto-grants-2014_04