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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1280405Generated: October 31, 2026

Pyridazin-1-ium-1-amine → 2-(4-ethoxy-phenyl)-pyrazolo[1,5-b]pyridazine-3-carboxylic Acid Methyl Ester

https://huagongshe.com/reaction/1280405

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridazin-1-ium-1-amineHCID 6413253—
ReactantDiazabicyclo[5.4.0]undec-7-eneHCID 9834010—
ReactantMethyl 3-(4-ethoxyphenyl)propiolateHCID 22562335—
SolventAcetonitrileHCID 6342—
Product2-(4-ethoxy-phenyl)-pyrazolo[1,5-b]pyridazine-3-carboxylic Acid Methyl EsterHCID 54275500—

Reaction Steps

Diazabicyclo[5.4.0]undec-7-ene (1.47 ml, 2 eq) was added dropwise to a solution of methyl 3-(4-ethoxy-phenyl)-prop-2-ynoic acid (1.0 g) and 1-amino pyridazinium iodide2 (2.19 g) in acetonitrile (10 ml) under nitrogen and stirred for 5 h. Concentration and aqueous workup gave the title compound (1.2 g) as a sticky brown solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06451794B1
Source datasetuspto-grants-2002_09
ORD IDord-565e57053bd6429fa5f7b5d2d0231c4a
Source noteuspto-grants-2002_09