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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 916370Generated: October 30, 2026

Water → 4-(4-Fluoro-2-methylindol-5-yloxy)-6-hydroxy-7-methoxyquinazoline

https://huagongshe.com/reaction/916370

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantAmmonium formateHCID 2723923—
Reactant6-Benzyloxy-4-(4-fluoro-2-methylindol-5-yloxy)-7-methoxyquinazolineHCID 66646313—
CatalystPalladiumHCID 23938—
SolventDimethylformamideHCID 6228—
Product4-(4-Fluoro-2-methylindol-5-yloxy)-6-hydroxy-7-methoxyquinazolineHCID 11267770100%

Reaction Steps

A solution of 6-benzyloxy-4-(4-fluoro-2-methylindol-5-yloxy)-7-methoxyquinazoline (1.32 g, 3 mmol), ammonium formate (1.94 g, 30 mmol) and 10% palladium on carbon (0.2 g) in DMF (15 ml) containing water (2 ml) was stirred at ambient temperature for 1 hour. The mixture was filtered and the filtrate was evaporated. The residue was triturated under diethyl ether, filtered, washed with diethyl ether followed by water and dried under vacuum over P2O5 overnight to give 4-(4-fluoro-2-methylindol-5-yloxy)-6-hydroxy-7-methoxyquinazoline (1 g, 100%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07268230B2
Source datasetuspto-grants-2007_09
ORD IDord-90e5350c29454f5da92057a594404151
Source noteuspto-grants-2007_09