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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1677304Generated: October 27, 2026

Potassium Carbonate → 5-(5-Iodo-2-isopropyl-4-prop-2-ynyloxy-phenoxy)-pyrimidine-2,4-diamine

https://huagongshe.com/reaction/1677304

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant3-Chloro-1-propyneHCID 12221—
Reactant4-(2,4-Diamino-pyrimidin-5-yloxy)-2-iodo-5-isopropyl-phenolHCID 15953864—
SolventDimethylformamideHCID 6228—
Product5-(5-Iodo-2-isopropyl-4-prop-2-ynyloxy-phenoxy)-pyrimidine-2,4-diamineHCID 5959871871.8%

Reaction Steps

To 4-(2,4-Diamino-pyrimidin-5-yloxy)-2-iodo-5-isopropyl-phenol (200 mg, 0.43 mmol) dissolved in anhydrous N,N-dimethylformamide (2 mL) was added anhydrous potassium carbonate (414 mg, 3.00 mmol) and propargyl chloride (0.03 mL, 0.43 mmol). After stirring at room temperature overnight, the reaction was extracted with dichloromethane, water and brine. The dichloromethane layer was dried using anhydrous magnesium sulfate, concentrated, and purified via silica gel column chromatography (95/5/0.1 dichloromethane/methanol/ammonium hydroxide) to yield 5-(5-iodo-2-isopropyl-4-prop-2-ynyloxy-phenoxy)-pyrimidine-2,4-diamine as white solid (131 mg, 71%), MS (M+H)=425.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08008313B2
Source datasetuspto-grants-2011_08
ORD IDord-22ae0c442b374db29d04e1ad923f71bb
Source noteuspto-grants-2011_08