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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1668020Generated: October 25, 2026

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

https://huagongshe.com/reaction/1668020

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
Reactant3-ethyl-1-methyl-1H-pyrazole-5-carboxylic acidHCID 820565—
ReactantN-[6-(3-amino-4-fluorophenoxy)imidazo[1,2-b]pyridazin-2-yl]cyclopropanecarboxamideHCID 57505446—
CatalystDimethylformamideHCID 6228—
SolventDimethylacetamideHCID 31374—
ProductN-[5-({2-[(cyclopropylcarbonyl)amino]imidazo[1,2-b]pyridazin-6-yl}oxy)-2-fluorophenyl]-3-ethyl-1-methyl-1H-pyrazole-5-carboxamideHCID 2476798855.2%

Reaction Steps

Using N-[6-(3-amino-4-fluorophenoxy)imidazo[1,2-b]pyridazin-2-yl]cyclopropanecarboxamide (327 mg, 1.0 mmol), 3-ethyl-1-methyl-1H-pyrazole-5-carboxylic acid (170 mg, 1.1 mmol) tetrahydrofuran (2.0 mL), N,N-dimethylformamide (1 drop), thionyl chloride (0.08 mL, 1.1 mmol) and N,N-dimethylacetamide (6.0 mL), and by a reaction in the same manner as in Example 203, the title compound (256 mg, 55%) was obtained as colorless crystals. melting point 236° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08044049B2
Source datasetuspto-grants-2011_10
ORD IDord-adb1ff3b71d247b4babb3ff58e648f24
Source noteuspto-grants-2011_10