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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1663939Generated: October 25, 2026

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

https://huagongshe.com/reaction/1663939

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantOxalyl chlorideHCID 65578—
Reactant3-chloro-1-methyl-1H-pyrazole-5-carboxylic acidHCID 18970459—
ReactantN-[6-(3-amino-4-fluorophenoxy)imidazo[1,2-b]pyridazin-2-yl]cyclopropanecarboxamideHCID 57505446—
CatalystDimethylformamideHCID 6228—
SolventDimethylacetamideHCID 31374—
Product3-chloro-N-[5-({2-[(cyclopropylcarbonyl)amino]imidazo[1,2-b]pyridazin-6-yl}oxy)-2-fluorophenyl]-1-methyl-1H-pyrazole-5-carboxamideHCID 5750567671%

Reaction Steps

In the same manner as in Example 259 and using 3-chloro-1-methyl-1H-pyrazole-5-carboxylic acid (59 mg, 0.37 mmol), tetrahydrofuran (5 mL), N,N-dimethylformamide (1 drop), oxalyl chloride (130 μL, 1.5 mmol), N-[6-(3-amino-4-fluorophenoxy)imidazo[1,2-b]pyridazin-2-yl]cyclopropanecarboxamide (100 mg, 0.31 mmol) and N,N-dimethylacetamide (5 mL) as starting materials, the title compound (100 mg, 71%) was obtained as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08034812B2
Source datasetuspto-grants-2011_10
ORD IDord-e87f0d43924a47f0a508045e6fd4d028
Source noteuspto-grants-2011_10