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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2068057Generated: October 25, 2026

Water → 4-[(4-fluoro-1H-indol-5-yl)oxy]-6-hydroxy-7-methoxyquinazoline

https://huagongshe.com/reaction/2068057

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantAmmonium formateHCID 2723923—
Reactant6-Benzyloxy-4-(4-fluoroindol-5-yloxy)-7-methoxyquinazolineHCID 58960230—
CatalystPalladiumHCID 23938—
SolventDimethylformamideHCID 6228—
Product4-[(4-fluoro-1H-indol-5-yl)oxy]-6-hydroxy-7-methoxyquinazolineHCID 5896021980.4%

Reaction Steps

6-Benzyloxy-4-(4-fluoroindol-5-yloxy)-7-methoxyquinazoline (0.75 g, 1.8 mmol), ammonium formate (1.14 g, 18 mmol) and 10% palladium on carbon (115 mg) in DMF (8 ml) containing water (1.5 ml) was stirred at ambient temperature for 2.5 hours. The mixture was filtered over diatomaceous earth and the filtrate was evaporated. The residue was triturated under diethyl ether, filtered, washed with water, followed by diethyl ether and dried overnight over P2O5 to give 4-(4-fluoroindol-5-yloxy)-6-hydroxy-7-methoxyquinazoline (0.471 g, 80%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08293902B2
Source datasetuspto-grants-2012_10
ORD IDord-ccd9c609d14d4adfafea90b3fc725d7c
Source noteuspto-grants-2012_10