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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2270236Generated: October 30, 2026

Pyrrolidine → 3-Benzyloxy-1-cyclopropyl-6-fluoro-7-pyrrolidin-1-yl-1H-quinazoline-2,4-dione

https://huagongshe.com/reaction/2270236

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyrrolidineHCID 31268—
Reactant3-Benzyloxy-7-chloro-1-cyclopropyl-6-fluoro-1H-quinazoline-2,4-dioneHCID 22632889—
SolventHydrochloric AcidHCID 313—
SolventDimethylformamideHCID 6228—
Product3-Benzyloxy-1-cyclopropyl-6-fluoro-7-pyrrolidin-1-yl-1H-quinazoline-2,4-dioneHCID 17899938—

Reaction Conditions

Temperature70 °C

Reaction Steps

A solution of 3-benzyloxy-7-chloro-1-cyclopropyl-6-fluoro-1H-quinazoline-2,4-dione (Example E-3, 0.15 g, 0.42 mmol) in DMF (4.0 mL) was reacted with pyrrolidine (1.0 mL) and heated to 70° C. overnight. The mixture was then cooled, diluted with 0.25 M HCl, and extracted with ethyl acetate. The organic layers were combined, dried with sodium sulfate, and concentrated. The residue was then purified by column chromatography (silica gel, 1:1 hexanes/ethyl acetate) to provide 0.15 g of the title compound as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06331538B1
Source datasetuspto-grants-2001_12
ORD IDord-b8002d216dc84861b66806e799ac89a3
Source noteuspto-grants-2001_12