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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1846059Generated: November 3, 2026

Ethyl orthoformate → 4-Chloro-7-cyclobutyl-7H-imidazo[4,5-c]pyridazine

https://huagongshe.com/reaction/1846059

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl orthoformateHCID 31214—
Reactant5-Chloro-N3-cyclobutylpyridazine-3,4-diamineHCID 86723280—
Product4-Chloro-7-cyclobutyl-7H-imidazo[4,5-c]pyridazineHCID 8672328154%

Reaction Conditions

Temperature140 °C

Reaction Steps

A mixture of 5-chloro-N3-cyclobutylpyridazin-3,4-diamine (Preparation 98, 140 mg, 0.70 mmol) and triethyl orthoformate (4 mL) was heated at 140° C. for 4 hours. After evaporation in vacuo, the crude residue was purified by silica gel column chromatography eluting with CH2Cl2:MeOH 99:1 to afford the title compound as an off white solid in 54% yield, 80 mg.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08952008B2
Source datasetuspto-grants-2015_02
ORD IDord-dc641c0ae8d04a488de35a4efb4d0fcc
Source noteuspto-grants-2015_02