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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 387743Generated: October 25, 2026

Dimethylformamide → 4-(3-Nitrophenoxy)-5,6-dimethyl-7H-pyrrolo[2,3-d]-pyrimidine

https://huagongshe.com/reaction/387743

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant3-NitrophenolHCID 11137—
ReactantPotassium CarbonateHCID 11430—
Reactant4-chloro-5,6-dimethyl-7H-pyrrolo(2,3-d)pyrimidineHCID 13041144—
SolventWaterHCID 962—
Product4-(3-Nitrophenoxy)-5,6-dimethyl-7H-pyrrolo[2,3-d]-pyrimidineHCID 5893114546.9%

Reaction Conditions

Temperature125 °C

Reaction Steps

After adding 3-nitrophenol (243 mg), potassium carbonate (268 mg) and dimethylformamide (2 ml) to the 4-chloro-5,6-dimethyl-7H-pyrrolo[2,3-d]-pyrimidine (177 mg) described in Journal of Medicinal Chemistry, 1996, Vol. 39, No. 12, 2285-2292, the mixture was stirred at 120-130° C. for 72 hours. This was returned to room temperature, water was added, extraction was performed with a tetrahydrofuran and ethyl acetate mixed solution, and then the organic layer was washed with saturated saline, dried over anhydrous sodium sulfate and concentrated to dryness. The obtained crystals were washed with diethyl ether to obtain the title compound (130 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08372981B2
Source datasetuspto-grants-2013_02
ORD IDord-63b0879abf924eaabe53a54cd990fcb0
Source noteuspto-grants-2013_02