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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1663974Generated: October 29, 2026

Tetrahydrofuran → N-[2-chloro-3-({2-[(cyclopropylcarbonyl)amino]imidazo[1,2-b]pyridazin-6-yl}oxy)-4-methylphenyl]-3-(1-cyano-1-methylethyl)benzamide

https://huagongshe.com/reaction/1663974

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantOxalyl chlorideHCID 65578—
Reactant3-(1-Cyanocyclopropyl)benzoic acidHCID 57441039—
ReactantN-[6-(3-amino-2-chloro-6-methylphenoxy)imidazo[1,2-b]pyridazin-2-yl]cyclopropanecarboxamideHCID 57505706—
CatalystDimethylformamideHCID 6228—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductN-[2-chloro-3-({2-[(cyclopropylcarbonyl)amino]imidazo[1,2-b]pyridazin-6-yl}oxy)-4-methylphenyl]-3-(1-cyano-1-methylethyl)benzamideHCID 5750570751%

Reaction Steps

Using 3-(1-cyanocyclopropyl)benzoic acid (95 mg, 0.50 mmol), oxalyl chloride (55 μL, 0.63 mmol), N,N-dimethylformamide (1 drop), tetrahydrofuran (3.0 mL), N-[6-(3-amino-2-chloro-6-methylphenoxy)imidazo[1,2-b]pyridazin-2-yl]cyclopropanecarboxamide (150 mg, 0.42 mmol) and N-methylpyrrolidone (3.0 mL) as starting materials and in the same manner as in Example 335, the title compound (110 mg, 51%) was obtained as a white powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08034812B2
Source datasetuspto-grants-2011_10
ORD IDord-0b7c7758aae54343a889a03fec3de1e4
Source noteuspto-grants-2011_10