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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 633731Generated: October 30, 2026

Sodium hydride → 5-Bromo-2-(cyclopropylmethoxy)pyrimidine

https://huagongshe.com/reaction/633731

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantCyclopropanemethanolHCID 75644—
Reactant5-Bromo-2-chloropyrimidineHCID 606665—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
Product5-Bromo-2-(cyclopropylmethoxy)pyrimidineHCID 6386841394.7%

Reaction Steps

A suspension of 607.92 mg (15.20 mmol) of sodium hydride in 50 mL of THF is prepared under argon. A solution of 1.10 g (15.20 mmol) of cyclopropanemethanol in 5 mL of THF is added dropwise. The mixture is stirred for 50 minutes at room temperature. 1 g (5.07 mmol) of 5-bromo-2-chloropyrimidine in 5 mL of THF is then added. The mixture is stirred at room temperature overnight. The reaction mixture is taken up in water and extracted with ethyl acetate. The organic phase is washed with aqueous NaHCO3 solution and with saturated aqueous NaCl solution, dried and evaporated to dryness to give 1.10 g of 5-bromo-2-cyclopropylmethoxypyrimidine, corresponding to the following characteristics:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09321790B2
Source datasetuspto-grants-2016_04
ORD IDord-718e73a125124c20b5c75d72e04f5cc1
Source noteuspto-grants-2016_04