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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1663922Generated: October 26, 2026

Tetrahydrofuran → methyl 2-({[6-(3-{[(1,3-dimethyl-1H-pyrazol-5-yl)carbonyl]amino}-4-methylphenoxy)imidazo[1,2-b]pyridazin-2-yl]amino}carbonyl)cyclopropanecarboxylate

https://huagongshe.com/reaction/1663922

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantOxalyl chlorideHCID 65578—
Reactant1-Ethoxycarbonylcyclopropanecarboxylic acidHCID 12510971—
ReactantN-{5-[(2-aminoimidazo[1,2-b]pyridazin-6-yl)oxy]-2-methylphenyl)-1,3-dimethyl-1H-pyrazole-5-carboxamide hydrochlorideHCID 57505635—
CatalystDimethylformamideHCID 6228—
SolventDimethylacetamideHCID 31374—
Productmethyl 2-({[6-(3-{[(1,3-dimethyl-1H-pyrazol-5-yl)carbonyl]amino}-4-methylphenoxy)imidazo[1,2-b]pyridazin-2-yl]amino}carbonyl)cyclopropanecarboxylateHCID 5750565825%

Reaction Steps

In the same manner as in Example 279 and using 2-(methoxycarbonyl)cyclopropanecarboxylic acid (140 mg, 0.78 mmol), tetrahydrofuran (1.5 mL), N,N-dimethylformamide (1 drop), oxalyl chloride (69 μL, 0.8 mmol), N-{5-[(2-aminoimidazo[1,2-b]pyridazin-6-yl)oxy]-2-methylphenyl}-1,3-dimethyl-1H-pyrazole-5-carboxamide hydrochloride (250 mg, 0.6 mmol) and N,N-dimethylacetamide (5 mL) as starting materials, the title compound (75 mg, 25%) was obtained as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08034812B2
Source datasetuspto-grants-2011_10
ORD IDord-cff0a878eb34413b885e809f961e3338
Source noteuspto-grants-2011_10