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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1846056Generated: November 3, 2026

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

https://huagongshe.com/reaction/1846056

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl orthoformateHCID 31214—
Reactant5-Chloro-N3-cyclopropylpyridazine-3,4-diamineHCID 86723277—
Product4-Chloro-7-cyclopropyl-7H-imidazo[4,5-c]pyridazineHCID 8672327848%

Reaction Steps

A mixture of 5-chloro-N-3-cyclopropylpyridazine-3,4-diamine (Preparation 90, 10.0 g, 54 mmol) and triethylorthoformate (120 mL) were heated to reflux for 3 hours. The reaction mixture was concentrated in vacuo and the residue was purified by silica gel column chromatography eluting with CH2Cl2:MeOH 98:2 to afford the title compound as a brown solid in 48% yield, 5 g.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08952008B2
Source datasetuspto-grants-2015_02
ORD IDord-0a0fbb9b55924b23a84bb909be399f6b
Source noteuspto-grants-2015_02