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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 500760Generated: October 26, 2026

2-Fluoro-4-nitrophenol → 4-(2-Fluoro-4-nitrophenoxy)-5-methyl-5H-pyrrolo[3,2-d]pyrimidine

https://huagongshe.com/reaction/500760

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Fluoro-4-nitrophenolHCID 9825—
ReactantCesium carbonateHCID 10796—
Reactant4-Chloro-5-methyl-5H-pyrrolo[3,2-d]pyrimidineHCID 59424505—
SolventDiphenyl EtherHCID 7583—
Product4-(2-Fluoro-4-nitrophenoxy)-5-methyl-5H-pyrrolo[3,2-d]pyrimidineHCID 5942457750%

Reaction Conditions

Temperature140 °C

Reaction Steps

A suspension of 4-chloro-5-methyl-5H-pyrrolo[3,2-d]pyrimidine (28) (300 mg, 1.79 mmol), 4-nitro-2-fluorophenol (422 mg, 2.69 mmol) and cesium carbonate (1.2 g, 3.58 mmol) in diphenyl ether (18 mL) was stirred overnight at 140° C. The reaction mixture was cooled to room temperature, concentrated under reduced pressure and the residue was triturated with Et2O, filtered, and dried to afford the title compound 29 as a grey solid (258 mg, 49% yield). LRMS (M+1) 289.1 (100%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07772247B2
Source datasetuspto-grants-2010_08
ORD IDord-273e7dbe76f243c3aea87bc405c2afc1
Source noteuspto-grants-2010_08