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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1868236Generated: November 1, 2026

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

https://huagongshe.com/reaction/1868236

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
Reactant3-Aminopiperidine-2,6-dione hydrochlorideHCID 134548—
Reactant2-methyl-5-nitro-4H-benzo[d][1,3]oxazin-4-oneHCID 66642983—
SolventPyridineHCID 1049—
Product3-(2-methyl-5-nitro-4-oxo-4H-quinazolin-3-yl)-piperidine-2,6-dioneHCID 6664298253.2%

Reaction Conditions

Temperature170 °C

Reaction Steps

Step 4: Two vials each with a suspension of 5-nitro-2-methyl-benzo[d][1,3]oxazin-4-one (0.60 g, 2.91 mmol) and 3-amino-piperidine-2,6-dione hydrogen chloride (0.48 g, 2.91 mmol) in pyridine (15 mL) were heated at 170° C. for 10 minutes in a microwave oven. The suspension was filtered and washed with pyridine (5 mL). The filtrate was concentrated in vacuo. The resulting mixture was stirred in HCl (30 mL, 1N), ethyl acetate (15 mL) and ether (15 mL) for 2 hours. The suspension was filtered and washed with water (30 mL) and ethyl acetate (30 mL) to give a dark brown solid, which was stirred with methanol (50 mL) at room temperature overnight. The suspension was filtered and washed with methanol to give 3-(2-methyl-5-nitro-4-oxo-4H-quinazolin-3-yl)-piperidine-2,6-dione as a black solid (490 mg, 27% yield). The solid was used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07635700B2
Source datasetuspto-grants-2009_12
ORD IDord-17033dbc1b1742e6a20e80ba3f8e6281
Source noteuspto-grants-2009_12