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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2322Generated: October 28, 2026

Dimethylformamide → 2-Chloro-5-(3-thienylmethoxy)pyrimidine

https://huagongshe.com/reaction/2322

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
Reactant3-(Chloromethyl)thiopheneHCID 12487462—
Reactant2-Chloro-5-pyrimidinolHCID 14595700—
SolventWaterHCID 962—
Product2-Chloro-5-(3-thienylmethoxy)pyrimidineHCID 1968952299.3%

Reaction Conditions

Temperature50 °C

Reaction Steps

A mixture of 2-chloro-5-hydroxypyrimidine (200 mg), 3-chloromethylthiophene (610 mg), potassium carbonate (635 mg) and dimethylformamide (3 ml) is stirred at 50° C. for one hour. After the reaction is complete, to the reaction mixture is added water, and extracted with ethyl acetate. The organic layer is washed with water and saturated brine, dried, and concentrated under reduced pressure. The residue is purified by silica gel column chromatography (solvent; n-hexane/ethyl acetate=20:1→20:3), and evaporated to remove the solvent to give 2-chloro-5-(3-thienylmethoxy)pyrimidine (345 mg) as colorless needles.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05728706
Source datasetuspto-grants-1998_03
ORD IDord-271624f9843942ab8442a38e02129aa7
Source noteuspto-grants-1998_03