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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2391183Generated: October 26, 2026

3-(Trifluoromethyl)benzoyl chloride → N-[2-chloro-5-({2-[(cyclopropylcarbonyl)amino]imidazo[1,2-b]pyridazin-6-yl}oxy)phenyl]-3-(trifluoromethyl)benzamide

https://huagongshe.com/reaction/2391183

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-(Trifluoromethyl)benzoyl chlorideHCID 75257—
ReactantSodium BicarbonateHCID 516892—
ReactantN-[6-(3-amino-4-chlorophenoxy)imidazo[1,2-b]pyridazin-2-yl]cyclopropanecarboxamideHCID 57505452—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductN-[2-chloro-5-({2-[(cyclopropylcarbonyl)amino]imidazo[1,2-b]pyridazin-6-yl}oxy)phenyl]-3-(trifluoromethyl)benzamideHCID 5750545185%

Reaction Conditions

Temperature50 °C

Reaction Steps

A mixture of N-[6-(3-amino-4-chlorophenoxy)imidazo[1,2-b]pyridazin-2-yl]cyclopropanecarboxamide (103 mg, 0.30 mmol), 3-(trifluoromethyl)benzoyl chloride (75 mg, 0.36 mmol) and N-methylpyrrolidone (3.0 mL) was heated to 50° C., and the mixture was stirred for 10 min. The reaction mixture was poured into saturated aqueous sodium hydrogencarbonate solution, and extracted with ethyl acetate. The extract was dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (hexane/ethyl acetate=1/19→ethyl acetate) to give the title compound (131 mg, 85%) as a white powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08273741B2
Source datasetuspto-grants-2012_09
ORD IDord-3b057d9df5784a54940f5f1fd76f6f66
Source noteuspto-grants-2012_09