Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 9911Generated: October 25, 2026

Dimethylformamide → 2-chloro-9-ethyl-6-(3-fluoro-phenyl-amino)-9H-purine

https://huagongshe.com/reaction/9911

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantIodoethaneHCID 6340—
ReactantCesium carbonateHCID 10796—
Reactant2-Chloro-6-(3-fluoro-phenyl-amino)-purineHCID 21988328—
SolventEthyl AcetateHCID 8857—
Solvent1,4-Dioxane--water (1/1)HCID 21886435—
Product2-chloro-9-ethyl-6-(3-fluoro-phenyl-amino)-9H-purineHCID 21988319—

Reaction Steps

1 g (3.47 mmol) of 2-chloro-6-(3-fluoro-phenyl-amino)-purine, 1.8 g (5.5 mmol) of caesium carbonate and 2.3 ml (27.8 mmol) of iodoethane are stirred in 14 ml of a dioxane/water mixture (4:3) and 12 ml of DMF at RT for 16 h. Thereafter, the reaction mixture is diluted with ethyl acetate and the organic phase is washed with water and dried over sodium sulfate. After removal of the solvent, the residue is chromatographed over silica gel (mobile phase: ethyl acetate/hexane=4:1) and 2-chloro-9-ethyl-6-(3-fluoro-phenyl-amino)-9H-purine is isolated; m.p. 136° C.; FAB-MS: (M+H)+=292; Rf=0.7 (CH2Cl2:methanol=9:1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07091346B1
Source datasetuspto-grants-2006_08
ORD IDord-598185acff304cc3a86a995c03c157bb
Source noteuspto-grants-2006_08