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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 330767Generated: October 29, 2026

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

https://huagongshe.com/reaction/330767

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantCyclopropanemethanolHCID 75644—
Reactant5-Bromo-2-fluoropyridineHCID 2783168—
SolventTetrahydrofuranHCID 8028—
Product5-Bromo-2-(cyclopropylmethoxy)pyridineHCID 21914279—

Reaction Steps

0.49 g (6.82 mmol) cyclopropane methanol in 10 mL THF are charged with 0.42 g (11.4 mmol) NaH and the reaction mixture is stirred at r.t. for 20 min. Then 1.00 g (5.68 mmol) 5-bromo-2-fluoropyridine are added and the mixture is stirred at r.t. over night. The reaction is quenched by the addition of water and extracted with EtOAc. The organic layers are combined, dried over MgSO4, filtered and the solvent is removed in vacuo. The crude product is purified by HPLC (MeOH/H2O/FA).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08877741B2
Source datasetuspto-grants-2014_11
ORD IDord-a6c1865469b74fa182b2af8aaff5906c
Source noteuspto-grants-2014_11