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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 916483Generated: October 31, 2026

Potassium Carbonate → 4-(7-Azaindol-5-yloxy)-6-methoxy-7-[3-(4-prop-2-yn-1-ylpiperazin-1-yl)propoxy]quinazoline

https://huagongshe.com/reaction/916483

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant1H-Pyrrolo[2,3-b]pyridin-5-olHCID 22030722—
Reactant4-Chloro-6-methoxy-7-[3-(4-prop-2-yn-1-ylpiperazin-1-yl)propoxy]quinazolineHCID 58960235—
SolventDimethylacetamideHCID 31374—
Product4-(7-Azaindol-5-yloxy)-6-methoxy-7-[3-(4-prop-2-yn-1-ylpiperazin-1-yl)propoxy]quinazolineHCID 1031086276.2%

Reaction Conditions

Temperature85 °C

Reaction Steps

4-Chloro-6-methoxy-7-[3-(4-prop-2-yn-1-ylpiperazin-1-yl)propoxy]quinazoline (300 mg, 0.8 mmol) was dissolved in dimethylacetamide (10 ml). 5-Hydroxy-7-azaindole (118 mg, 0.88 mmol), (prepared as described for the starting material in Example 2), and potassium carbonate (122 mg, 0.88 mmol) were added and the mixture heated to 85° C. for 1.5 hours. The reaction mixture was cooled, filtered and concentrated. The resulting residue was preabsorbed on silica and eluted with methylene chloride/methanol (saturated with ammonia) (90/10) to give 4-(7-azaindol-5-yloxy)-6-methoxy-7-[3-(4-prop-2-yn-1-ylpiperazin-1-yl)propoxy]quinazoline (288 mg, 76%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07268230B2
Source datasetuspto-grants-2007_09
ORD IDord-df4f17c13f854f058634ce41b01f3a66
Source noteuspto-grants-2007_09