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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 454265Generated: October 25, 2026

Ammonium formate → 7-Hydroxy-6-methoxy-4-(3-methylindol-5-yloxy)quinazoline

https://huagongshe.com/reaction/454265

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium formateHCID 2723923—
Reactant7-Benzyloxy-6-methoxy-4-(3-methylindol-5-yloxy)quinazolineHCID 22030871—
CatalystPalladiumHCID 23938—
SolventDimethylformamideHCID 6228—
Product7-Hydroxy-6-methoxy-4-(3-methylindol-5-yloxy)quinazolineHCID 13576311591%

Reaction Steps

A mixture of 7-benzyloxy-6-methoxy-4-(3-methylindol-5-yloxy)quinazoline (7.76 g, 18.9 mmol), ammonium formate (17.82 g, 282 mmol) and 10% palladium on charcoal (800 mg) in DMF (350 ml) was stirred at ambient temperature for 1 hour. The catalyst was filtered off through celite and the cake washed with DMF. The solvent was removed in vacuo and the residue stirred with a saturated solution of sodium hydrogen carbonate for 2 hours. The suspension was then filtered, washed with water and dried to give 7-hydroxy-6-methoxy-4-(3-methylindol-5-yloxy)quinazoline (5.49 g, 91%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08492560B2
Source datasetuspto-grants-2013_07
ORD IDord-aae70e5c129142d1a6d1a55d453d2249
Source noteuspto-grants-2013_07