Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 7465Generated: October 25, 2026

Isopropanol → 4-(3-Hydroxy-4-methylanilino)-6-methoxy-7-(2-methoxyethoxy)cinnoline

https://huagongshe.com/reaction/7465

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIsopropanolHCID 3776—
Reactant5-Amino-2-methylphenolHCID 17818—
Reactant4-Chloro-6-methoxy-7-(2-methoxyethoxy)cinnolineHCID 10707048—
SolventDimethylformamideHCID 6228—
Product4-(3-Hydroxy-4-methylanilino)-6-methoxy-7-(2-methoxyethoxy)cinnolineHCID 21991015—

Reaction Steps

A solution of 4-chloro-6-methoxy-7-(2-methoxyethoxy)cinnoline (0.4 g, 1.5 mmol) and 3-hydroxy-4-methylaniline (0.2 g, 1.6 mmol) in DMF (5 ml) was heated at 150° C. for 20 minutes. After cooling, isopropanol (15 ml) was added and the resulting solid filtered off, washed with isopropanol and dried under vacuum to give 4-(3-hydroxy-4-methylanilino)-6-methoxy-7-(2-methoxyethoxy)cinnoline as the hydrochloride salt (yellow solid, 537 mg 91%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07087602B2
Source datasetuspto-grants-2006_08
ORD IDord-ab4f8a23c5f44853b3e7c6c03e59182c
Source noteuspto-grants-2006_08