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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 7505Generated: October 30, 2026

Hydrochloric Acid → 4-(2-Fluoro-5-hydroxy-4-methylanilino)-7-(2-methoxyethoxy)cinnoline hydrochloride

https://huagongshe.com/reaction/7505

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant5-Amino-4-fluoro-2-methylphenolHCID 10154098—
Reactant4-Chloro-7-(2-methoxyethoxy)cinnolineHCID 21991062—
Solvent2-PentanolHCID 22386—
Product4-(2-Fluoro-5-hydroxy-4-methylanilino)-7-(2-methoxyethoxy)cinnoline hydrochlorideHCID 2199106984%

Reaction Steps

A solution of 4-chloro-7-(2-methoxyethoxy)cinnoline (156 mg, 0.65 mmol) and 2-fluoro-5-hydroxy-4-methylaniline (111 mg, 0.78 mmol), (prepared as described for the starting material in Example 11), in 2-pentanol (8 ml) and 5M isopropanolic hydrogen chloride (1 ml) was heated at 120° C. for 2.5 hours. The solid was filtered off, washed with isopropanol and then ether and dried under vacuum to give 4-(2-fluoro-5-hydroxy-4-methylanilino)-7-(2-methoxyethoxy)cinnoline hydrochloride (207 mg, 84%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07087602B2
Source datasetuspto-grants-2006_08
ORD IDord-cbd7290e07da4dfdac2dff3ae8a033b9
Source noteuspto-grants-2006_08