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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1926066Generated: October 25, 2026

Dimethylformamide → 5-(4-chloro-5H-pyrrolo[3,2-d]pyrimidin-5-yl)pentyl acetate

https://huagongshe.com/reaction/1926066

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantCesium carbonateHCID 10796—
Reactant5-Bromopentyl acetateHCID 85140—
Reactant4-chloro-5H-pyrrolo[3,2-d]pyrimidineHCID 5370695—
SolventWaterHCID 962—
Product5-(4-chloro-5H-pyrrolo[3,2-d]pyrimidin-5-yl)pentyl acetateHCID 56850804—

Reaction Conditions

Temperature40 °C

Reaction Steps

A mixture of 4-chloro-5H-pyrrolo[3,2-d]pyrimidine (0.50 g), 5-bromopentyl acetate (0.71 mL), cesium carbonate (1.59 g) and N,N-dimethylformamide (5.0 mL) was stirred at 40° C. for 4 days. Water was added to the reaction system and the mixture was extracted with ethyl acetate. The organic layer was washed with water and saturated brine and dried over magnesium sulfate. After concentration under reduced pressure, the residue was separated and purified by silica gel column chromatography (eluent, ethyl acetate:hexane=1:3→6:4) to give the title compound (637 mg) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08178543B2
Source datasetuspto-grants-2012_05
ORD IDord-616d52d63e2d463d918058935b8bec2b
Source noteuspto-grants-2012_05