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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1663687Generated: 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/1663687

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 numberUS08034812B2
Source datasetuspto-grants-2011_10
ORD IDord-5b8a9f56585946b3b3a1e705299b9c23
Source noteuspto-grants-2011_10