Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 454266Generated: October 26, 2026

Potassium Carbonate → 7-Benzyloxy-6-methoxy-4-(3-methylindol-5-yloxy)quinazoline

https://huagongshe.com/reaction/454266

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant3-methyl-1H-indol-5-olHCID 192734—
Reactant7-(Benzyloxy)-4-chloro-6-methoxyquinazolineHCID 10661998—
SolventDimethylacetamideHCID 31374—
Product7-Benzyloxy-6-methoxy-4-(3-methylindol-5-yloxy)quinazolineHCID 2203087173%

Reaction Conditions

Temperature75 °C

Reaction Steps

A mixture of 7-benzyloxy-4-chloro-6-methoxyquinazoline (7.859 g, 26.1 mmol), (prepared as described for the starting material in Example 1), potassium carbonate (18.03 g, 130 mmol) and 5-hydroxy-3-methylindole (5.00 g, 34.0 mmol), (Journal of Organic Chemistry 1993, 58, 3757), in DMA (600 ml) was stirred at 75° C. for 2 hours and allowed to cool to ambient temperature. The reaction mixture was filtered and the filtrate evaporated in vacuo. The crude solid was purified by silica column chromatography, eluting with 2.5% methanol/97.5% dichloromethane to give 7-benzyloxy-6-methoxy-4-(3-methylindol-5-yloxy)quinazoline (7.791 g, 73%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08492560B2
Source datasetuspto-grants-2013_07
ORD IDord-19a6ba3247144ac1b953bebf18ab3864
Source noteuspto-grants-2013_07