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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1831054Generated: November 3, 2026

3,3-Dimethylglutaric anhydride → 1-(5-Methoxy-pyrimidin-2-yl)-4,4-dimethyl-piperidine-2,6-dione

https://huagongshe.com/reaction/1831054

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3,3-Dimethylglutaric anhydrideHCID 77813—
Reactant2-Amino-5-methoxypyrimidineHCID 2305244—
SolventDichloromethaneHCID 6344—
Product1-(5-Methoxy-pyrimidin-2-yl)-4,4-dimethyl-piperidine-2,6-dioneHCID 2204787140%

Reaction Conditions

Temperature180 °C

Reaction Steps

A mixture of 5-methoxy-pyrimidin-2-ylamine (1.00 g, 7.99 mmol) and 3,3-dimethylglutaric anhydride (1.14 g, 7.99 mmol) was heated at 180° C. for 9 hours. After cooling to room temperature the reaction mixture was dissolved in a small amount of dichloromethane and purified by flash column chromatography (SiO2, ethyl acetate:heptane 70:30), yielding the title compound (0.79 g, 40% yield) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07067517B2
Source datasetuspto-grants-2006_06
ORD IDord-bc7cd82206f348c6912166b51957f868
Source noteuspto-grants-2006_06