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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 7488Generated: October 24, 2026

Hydrochloric Acid → 4-(2-Fluoro-5-hydroxy-4-methylanilino)-6-methoxy-7-[(2-methylthiazol-4-yl)methoxy]cinnoline hydrochloride

https://huagongshe.com/en/reaction/7488

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant5-Amino-4-fluoro-2-methylphenolHCID 10154098—
Reactant4-Chloro-6-methoxy-7-[(2-methylthiazol-4-yl)methoxy]cinnolineHCID 21991061—
SolventIsopropanolHCID 3776—
Solvent2-PentanolHCID 22386—
Product4-(2-Fluoro-5-hydroxy-4-methylanilino)-6-methoxy-7-[(2-methylthiazol-4-yl)methoxy]cinnoline hydrochlorideHCID 2199102889.2%

Reaction Steps

A suspension of 4-chloro-6-methoxy-7-[(2-methylthiazol-4-yl)methoxy]cinnoline (150 mg, 0.46 mmol) and 2-fluoro-5-hydroxy-4-methylaniline (78 mg, 0.56 mmol), (prepared as described for the starting material in Example 11), in 2-pentanol (3 ml) and a 5M solution of hydrogen chloride in isopropanol (105 μl) was heated at reflux for 90 minutes. The solid obtained was filtered off, washed with isopropanol followed by ether to give 4-(2-fluoro-5-hydroxy-4-methylanilino)-6-methoxy-7-[(2-methylthiazol-4-yl)methoxy]cinnoline hydrochloride as a pale yellow solid (190 mg, 82%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07087602B2
Source datasetuspto-grants-2006_08
ORD IDord-0e7581b52af94d42a3848dfce08231a1
Source noteuspto-grants-2006_08