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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 7475Generated: October 25, 2026

Isopropanol → 4-(4-Chloro-2-fluoro-5-hydroxyanilino)-6-methoxy-7-(4-pyridylmethoxy)cinnoline

https://huagongshe.com/reaction/7475

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIsopropanolHCID 3776—
Reactant5-Amino-2-chloro-4-fluorophenolHCID 158654—
Reactant4-Chloro-6-methoxy-7-(4-pyridylmethoxy)cinnoline hydrochlorideHCID 21991011—
Solvent2-PentanolHCID 22386—
Product4-(4-Chloro-2-fluoro-5-hydroxyanilino)-6-methoxy-7-(4-pyridylmethoxy)cinnolineHCID 21991026—

Reaction Steps

A suspension of 4-chloro-6-methoxy-7-(4-pyridylmethoxy)cinnoline hydrochloride (0.17 g, 0.45 mmol) and 4-chloro-2-fluoro-5-hydroxyaniline (102 mg, 0.63 mmol), (prepared as described in EP 061741 A2), in 2-pentanol (3.5 ml) was heated at reflux overnight. After cooling, isopropanol was added. The solid formed was filtered off, washed with isopropanol, ether and dried under vacuum to give 4-(4-chloro-2-fluoro-5-hydroxyanilino)-6-methoxy-7-(4-pyridylmethoxy)cinnoline as the hydrochloride salt (yellow solid, 194 mg, 86%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07087602B2
Source datasetuspto-grants-2006_08
ORD IDord-0d9c8fe8bd4f4677b9f2be711a09a26f
Source noteuspto-grants-2006_08