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

Participants

Role	Name	HCID	Charge
Reactant	Tetrahydrofuran	HCID 8028	—
Reactant	3-(Trifluoromethyl)benzoic acid	HCID 9963	—
Reactant	Oxalyl chloride	HCID 65578	—
Reactant	N-[6-(4-aminophenoxy)imidazo[1,2-b]pyridazin-2-yl]cyclopropanecarboxamide	HCID 57505463	—
Catalyst	Dimethylformamide	HCID 6228	—
Solvent	N-methyl-2-pyrrolidone	HCID 13387	—
Product	N-[4-({2-[(cyclopropylcarbonyl)amino]imidazo[1,2-b]pyridazin-6-yl}oxy)phenyl]-3-(trifluoromethyl)benzamide	HCID 57505760	24.5%

Reaction Steps

Using N-[6-(4-aminophenoxy)imidazo[1,2-b]pyridazin-2-yl]cyclopropanecarboxamide (150 mg, 0.484 mmol), 3-(trifluoromethyl)benzoic acid (110 mg, 0.581 mmol), oxalyl chloride (84 μL, 0.969 mmol), N,N-dimethylformamide (1 drop), tetrahydrofuran (5 mL) and N-methylpyrrolidone (5 mL) as starting materials and in the same manner as in Example 412, the title compound (57 mg, 24%) was obtained as a white powder.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08034812B2
Source dataset	uspto-grants-2011_10
ORD ID	ord-3d73cc9879b54c8e89a50bd506de4245
Source note	uspto-grants-2011_10