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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 623839Generated: October 25, 2026

3-Amino-2,6-piperidinedione → 3-(2-methyl-5-nitro-4-oxo-4H-quinazolin-3-yl)-piperidine-2,6-dione

https://huagongshe.com/reaction/623839

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Amino-2,6-piperidinedioneHCID 134508—
ReactantAvadomideHCID 24967599—
Reactant2-methyl-5-nitro-4H-benzo[d][1,3]oxazin-4-oneHCID 66642983—
Product3-(2-methyl-5-nitro-4-oxo-4H-quinazolin-3-yl)-piperidine-2,6-dioneHCID 66642982—

Reaction Steps

In another embodiment, provided herein is a method for preparing 3-(5-amino-2-methyl-4-oxoquinazolin-3(4H)-yl)piperidine-2,6-dione, or an enantiomer or a mixture of enantiomers thereof; or a pharmaceutically acceptable salt, solvate, hydrate, or polymorph thereof; comprising the steps of (a) reacting 2-methyl-5-nitro-4H-benzo[d][1,3]oxazin-4-one with 3-aminopiperidine-2,6-dione or a salt thereof in a solvent in the presence of a coupling reagent to form 3-(2-methyl-5-nitro-4-oxoquinazolin-3(4H)-yl)piperidine-2,6-dione; and (b) reducing 3-(2-methyl-5-nitro-4-oxoquinazolin-3(4H)-yl)piperidine-2,6-dione in a solvent to form 3-(5-amino-2-methyl-4-oxoquinazolin-3(4H)-yl)piperidine-2,6-dione, or an enantiomer or a mixture of enantiomers thereof; or a pharmaceutically acceptable salt, solvate, hydrate, or polymorph thereof.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09303014B2
Source datasetuspto-grants-2016_04
ORD IDord-5ae0456a47744275ae4e4e08c3e69415
Source noteuspto-grants-2016_04