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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1171071Generated: October 31, 2026

Dimethyl Sulfoxide → 2-(2-Azido-1,1-difluoro-ethyl)-pyrimidine

https://huagongshe.com/reaction/1171071

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfoxideHCID 679—
ReactantSodium AzideHCID 33557—
ReactantPyrimidine, 2-(1,1-difluoro-2-iodoethyl)-HCID 58973005—
SolventWaterHCID 962—
Product2-(2-Azido-1,1-difluoro-ethyl)-pyrimidineHCID 86615312102.6%

Reaction Conditions

Temperature95 °C

Reaction Steps

A mixture of 2-(1,1-difluoro-2-iodo-ethyl)-pyrimidine (841 mg, 3.11 mmol), as prepared in the previous step, NaN3 (338 mg, 5.19 mmol), and DMSO (2.35 mL) was stirred at 95° C. for 3 days. The reaction was then shaken with water (10 mL) and extracted with ether (3×8 mL). The organic layers were combined, dried (Na2SO4), and concentrated to give the intermediate 2-(2-azido-1,1-difluoro-ethyl)-pyrimidine as a clear yellow oil (591 mg) that was immediately used in the next step without further purification or characterization.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07829584B2
Source datasetuspto-grants-2010_11
ORD IDord-0725ab80f1fa456d891d9fd65f047081
Source noteuspto-grants-2010_11