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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1846000Generated: November 3, 2026

Ethyl orthoformate → 4-chloro-7-isopropyl-7H-imidazo[4,5-c]pyridazine

https://huagongshe.com/reaction/1846000

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl orthoformateHCID 31214—
Reactant5-Chloro-N3-isopropylpyridazine-3,4-diamineHCID 86723229—
Product4-chloro-7-isopropyl-7H-imidazo[4,5-c]pyridazineHCID 8672321476%

Reaction Conditions

Temperature130 °C

Reaction Steps

A mixture of 5-chloro-N3-isopropylpyridazine-3,4-diamine (Preparation 5, 1020 mg, 5.47 mmol) in triethyl orthoformate (9 mL) was heated at 130° C. for 80 minutes. The solvent was removed in vacuo and the residue dissolved in MeOH/DCM and purified by silica gel column chromatography eluting with EtOAc:heptane 0-63% to provide the titled product as a white solid in 76% yield, 816 mg.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08952008B2
Source datasetuspto-grants-2015_02
ORD IDord-dc5413d2e1f44c3e92c4617ca3958038
Source noteuspto-grants-2015_02