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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 454039Generated: October 27, 2026

4-Chloro-6-methoxy-7-((1-methylpiperidin-4-yl)methoxy)quinazoline → 4-(2,3-Dimethylindol-5-yloxy)-6-methoxy-7-(1-methylpiperidin-4-ylmethoxy)quinazoline

https://huagongshe.com/reaction/454039

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Chloro-6-methoxy-7-((1-methylpiperidin-4-yl)methoxy)quinazolineHCID 11782230—
Reactant2,3-Dimethyl-1H-indol-5-olHCID 22030788—
Product4-(2,3-Dimethylindol-5-yloxy)-6-methoxy-7-(1-methylpiperidin-4-ylmethoxy)quinazolineHCID 2203066840%

Reaction Steps

Using an analogous procedure to that described in Example 34, 4-chloro-6-methoxy-7-(1-methylpiperidin-4-ylmethoxy)quinazoline (110 mg, 0.34 mmol), (prepared as described for the starting material in Example 10), was reacted with 2,3-dimethyl-5-hydroxyindole (66 mg, 0.41 mmol), (Arch. Pharm. 1972, 305, 159). The crude product was purified by column chromatography eluting with methanol/methylene chloride (1/9) followed by 3M ammonia in methanol/methanol/methylene chloride (5/15/80) to give 4-(2,3-dimethylindol-5-yloxy)-6-methoxy-7-(1-methylpiperidin-4-ylmethoxy)quinazoline (60 mg, 40%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08492560B2
Source datasetuspto-grants-2013_07
ORD IDord-72dd5dc0cf9449b493a58f73eb9e00ac
Source noteuspto-grants-2013_07