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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1926102Generated: November 1, 2026

Sodium Bicarbonate → tert-butyl 2-(4-([3-chloro-4-(3-chlorophenoxy)phenyl)amino)-5H-pyrrolo[3,2-d]pyrimidin-5-yl]ethylcarbamate

https://huagongshe.com/reaction/1926102

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
Reactant3-Chloro-4-(3-chlorophenoxy)anilineHCID 17605534—
Reactanttert-butyl 2-(4-chloro-5H-pyrrolo[3,2-d]pyrimidin-5-yl)ethylcarbamateHCID 56851233—
SolventIsopropanolHCID 3776—
Producttert-butyl 2-(4-([3-chloro-4-(3-chlorophenoxy)phenyl)amino)-5H-pyrrolo[3,2-d]pyrimidin-5-yl]ethylcarbamateHCID 6752037281.9%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of tert-butyl 2-(4-chloro-5H-pyrrolo[3,2-d]pyrimidin-5-yl)ethylcarbamate (1.19 g), 3-chloro-4-(3-chlorophenoxy)aniline (1.22 g) and isopropyl alcohol (12.0 mL) was stirred at 80° C. for 15 hrs. Under ice-cooling, aqueous sodium hydrogen carbonate was added, and the mixture was extracted with ethyl acetate. The organic layer was washed with brine, and dried over anhydrous magnesium sulfate. The solvent was concentrated under reduced pressure, and the residue was purified by silica gel chromatography (eluent:hexane/ethyl acetate=50/50→100/0), and washed with diisopropyl ether-hexane to give the title compound (1.69 g) as crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08178543B2
Source datasetuspto-grants-2012_05
ORD IDord-57d2275529344830ba8a2127878c22cb
Source noteuspto-grants-2012_05