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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1759949Generated: October 27, 2026

Phenol → HCID 22599664, compound

https://huagongshe.com/reaction/1759949

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenolHCID 996—
ReactantPotassium CarbonateHCID 11430—
ReactantAmmonium ChlorideHCID 25517—
Reactant4-(2-Butynyloxy)-5-fluoro-6-chloropyrimidineHCID 22599717—
SolventDimethylformamideHCID 6228—
ProductHCID 22599664HCID 2259966493.2%

Reaction Conditions

Temperature80 °C

Reaction Steps

To 2 ml of N,N-dimethylformamide were added 0.1 g of 4-chloro-6-(2-butynyloxy)-5-fluoropyrimidine, 0.1 g of potassium carbonate, and 0.06 g of phenol, followed by stirring at 80° C. for 2 hours. The reaction mixture was left for cooling to room temperature and poured into a saturated aqueous ammonium chloride solution, which was extracted three times with t-butyl methyl ether. The organic layers were combined, washed with brine, dried over anhydrous magnesium sulfate, and then concentrated. The residue was subjected to silica gel column chromatography to give 0.12 g of 4-(2-butynyloxy)-5-fluoro-6-phenoxypyrimidine (the present compound (179)).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06838463B2
Source datasetuspto-grants-2005_01
ORD IDord-1fcc3592599248be893a2154cbb57788
Source noteuspto-grants-2005_01