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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2216278Generated: October 27, 2026

Sodium Azide → (5-Azidomethyl-2-chloro-pyrimidin-4-yl)-(2,2-dimethyl-propyl)-amine

https://huagongshe.com/reaction/2216278

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium AzideHCID 33557—
Reactant2-Chloro-5-(chloromethyl)-N-(2,2-dimethylpropyl)pyrimidin-4-amineHCID 21941869—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product(5-Azidomethyl-2-chloro-pyrimidin-4-yl)-(2,2-dimethyl-propyl)-amineHCID 21941878—

Reaction Conditions

Temperature30 °C

Reaction Steps

A solution of 1.47 g (5.92 mmol) of (2-chloro-5-chloromethyl-pyrimidin-4-yl)-(2,2-dimethyl-propyl)-amine and 0.46 g (7.1 mmol) NaN3 is dissolved in 6 ml of DMF and was stirred at 30° C. for 2.5 hours. Then the reaction mixture is cooled to rt., diluted with ethyl acetate and twice extracted with H2O. The organic layer is separated and dried over Na2SO4. Evaporation of the ethyl acetate yielded (5-azidomethyl-2-chloro-pyrimidin-4-yl)-(2,2-dimethyl-propyl)-amine as white crystalls.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07112589B2
Source datasetuspto-grants-2006_09
ORD IDord-f65650acb2624ece9cd0d2b71f68c811
Source noteuspto-grants-2006_09