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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2068032Generated: October 31, 2026

Potassium Carbonate → 7-(3-(4-Acetylpiperazin-1-yl)propoxy)-4-(7-azaindol-5-yloxy)-6-methoxyquinazoline

https://huagongshe.com/reaction/2068032

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant1H-Pyrrolo[2,3-b]pyridin-5-olHCID 22030722—
Reactant7-(3-(4-Acetylpiperazin-1-yl)propoxy)-4-chloro-6-methoxyquinazolineHCID 58960229—
SolventDimethylformamideHCID 6228—
Product7-(3-(4-Acetylpiperazin-1-yl)propoxy)-4-(7-azaindol-5-yloxy)-6-methoxyquinazolineHCID 1021739662.7%

Reaction Conditions

Temperature95 °C

Reaction Steps

A solution of 7-(3-(4-acetylpiperazin-1-yl)propoxy)-4-chloro-6-methoxyquinazoline (0.285 g, 0.753 mmol), 5-hydroxy-7-azaindole (0.111 g, 0.828 mmol), (prepared as described for the starting material in Example 2), and potassium carbonate (0.114 g, 0.828 mmol) in DMF (1.6 ml) was stirred and heated at 95° C. under nitrogen for 3 hours. The mixture was cooled and filtered and the filtrate was evaporated. The residue was purified by column chromatography eluting with increasingly polar mixtures of methylene chloride and methanol (saturated with ammonia). The fractions containing the expected product were combined and evaporated and the residue was triturated under diethyl ether, filtered and dried under vacuum to give 7-(3-(4-acetylpiperazin-1-yl)propoxy)-4-(7-azaindol-5-yloxy)-6-methoxyquinazoline (0.225 g, 62%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08293902B2
Source datasetuspto-grants-2012_10
ORD IDord-eeb61830e85145da81215ab2f9c5056e
Source noteuspto-grants-2012_10