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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 407078Generated: October 30, 2026

Sodium Carbonate → Methyl 3-{3-[3-({[(2,2,2-trifluoro ethyl)amino]carbonyl}amino)phenyl]imidazo[1,2-b]pyridazin-7-yl}benzoate

https://huagongshe.com/reaction/407078

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant1-[3-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-3-(2,2,2-trifluoro-ethyl)-ureaHCID 57497691—
ReactantMethyl 3-(3-iodoimidazo[1,2-b]pyridazin-7-yl)benzoateHCID 67980176—
CatalystHCID 178482906HCID 178482906—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
ProductMethyl 3-{3-[3-({[(2,2,2-trifluoro ethyl)amino]carbonyl}amino)phenyl]imidazo[1,2-b]pyridazin-7-yl}benzoateHCID 6798035759.9%

Reaction Conditions

Temperature100 °C

Reaction Steps

Dichloro(bis{di-tert-butyl[4-(dimethylamino)phenyl]phosphoranyl})palladium (6.7 mg, 0.0095 mmol) was added to a mixture of methyl 3-(3-iodoimidazo[1,2-b]pyridazin-7-yl)benzoate (0.12 g, 0.32 mmol), N-[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-N′-(2,2,2-trifluoroethyl)urea (140 mg, 0.41 mmol) and sodium carbonate (67 mg, 0.63 mmol) in 1,4-dioxane (3 mL) and water (0.3 mL) and then the reaction vessel was evacuated under reduced pressure and refilled with nitrogen 3 times. The reaction was stirred at 100° C. overnight. To this mixture was added aqueous AcCN and then filtered, washed with aqueous AcCN, dried to provide the product (0.09 g). LCMS (M+H)+: m/z=470.1

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08754114B2
Source datasetuspto-grants-2014_06
ORD IDord-0a820e40330e4daf99594e8bfee9854c
Source noteuspto-grants-2014_06