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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1668066Generated: October 25, 2026

Dimethylformamide → N-[2-chloro-5-({2-[(cyclopropylcarbonyl)amino]imidazo[1,2-b]pyridazin-6-yl}oxy)phenyl]-1-ethyl-3-methyl-1H-pyrazole-4-carboxamide

https://huagongshe.com/reaction/1668066

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantOxalyl chlorideHCID 65578—
Reactant1-Ethyl-3-methyl-1H-pyrazole-4-carboxylic acidHCID 1075881—
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]-1-ethyl-3-methyl-1H-pyrazole-4-carboxamideHCID 2476798933%

Reaction Steps

Using 1-ethyl-3-methyl-1H-pyrazole-4-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 249, the title compound (135 mg, 33%) was obtained as a white powder. melting point 200° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08044049B2
Source datasetuspto-grants-2011_10
ORD IDord-d33fc5d3130d45a598f0c90e997366b0
Source noteuspto-grants-2011_10