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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2391369Generated: October 27, 2026

Dimethylformamide → N-[2-chloro-5-({2-[(cyclopropylcarbonyl)amino]imidazo[1,2-b]pyridazin-6-yl}oxy)phenyl]-3-ethyl-1-methyl-1H-pyrazole-5-carboxamide

https://huagongshe.com/reaction/2391369

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantOxalyl chlorideHCID 65578—
Reactant3-ethyl-1-methyl-1H-pyrazole-5-carboxylic acidHCID 820565—
ReactantN-[6-(3-amino-4-chlorophenoxy)imidazo[1,2-b]pyridazin-2-yl]cyclopropanecarboxamideHCID 57505452—
SolventTetrahydrofuranHCID 8028—
SolventDimethylacetamideHCID 31374—
ProductN-[2-chloro-5-({2-[(cyclopropylcarbonyl)amino]imidazo[1,2-b]pyridazin-6-yl}oxy)phenyl]-3-ethyl-1-methyl-1H-pyrazole-5-carboxamideHCID 5750560864.2%

Reaction Steps

Using 3-ethyl-1-methyl-1H-pyrazole-5-carboxylic acid (188 mg, 1.22 mmol), tetrahydrofuran (4.5 mL), N,N-dimethylformamide (30 μL, 0.39 mmol), oxalyl chloride (107 μL, 1.22 mmol), N-[6-(3-amino-4-chlorophenoxy)imidazo[1,2-b]pyridazin-2-yl]cyclopropanecarboxamide (300 mg, 0.87 mmol) and N,N-dimethylacetamide (6.0 mL), and in the same manner as in Example 238, the title compound (268 mg, 64%) was obtained as a white powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08273741B2
Source datasetuspto-grants-2012_09
ORD IDord-304cd2d77351487986f7f3aebc19f046
Source noteuspto-grants-2012_09