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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 454092Generated: October 25, 2026

Ammonium formate → 4-(2,3-Dimethylindol-5-yloxy)-7-hydroxy-6-methoxyquinazoline

https://huagongshe.com/reaction/454092

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium formateHCID 2723923—
Reactant7-Benzyloxy-4-(2,3-dimethylindol-5-yloxy)-6-methoxyquinazolineHCID 22030829—
CatalystPalladiumHCID 23938—
SolventDimethylformamideHCID 6228—
Product4-(2,3-Dimethylindol-5-yloxy)-7-hydroxy-6-methoxyquinazolineHCID 13576311869.8%

Reaction Steps

A solution of 7-benzyloxy-4-(2,3-dimethylindol-5-yloxy)-6-methoxyquinazoline (2 g, 4.7 mmol) in DMF (120 ml) containing ammonium formate (11 gr, 174 mmol) and 10% palladium on charcoal (200 mg) was stirred for 2.5 hours at ambient temperature. The mixture was filtered, and the filtrate was evaporated under vacuum. The residue was triturated with ether and the solid was filtered, washed with water followed by ether and dried under vacuum at 50° C. to give 4-(2,3-dimethylindol-5-yloxy)-7-hydroxy-6-methoxyquinazoline (1.1 g, 69%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08492560B2
Source datasetuspto-grants-2013_07
ORD IDord-7218090d733b4b65ac2cc4aa660ad0b1
Source noteuspto-grants-2013_07