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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 533901Generated: October 29, 2026

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

https://huagongshe.com/reaction/533901

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantCyclopropanemethanolHCID 75644—
Reactant5-Bromo-2-fluoropyridineHCID 2783168—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product5-Bromo-2-(cyclopropylmethoxy)pyridineHCID 21914279—

Reaction Steps

To a mixture of 2-cyclopropyl-methanol (6.15 g) and DMF (12 mL) was added NaH (60% in mineral oil, 1.5 g) at 0° C. After stirring for 4 hours at r.t. the mixture was diluted with DMF (5 mL) and 5-bromo-2-fluoro-pyridine (6.00 g) was slowly added keeping the reaction temperature below 30° C. After 30 minutes at r.t. the mixture was heated to 130° C. for 1 hour by microwave irradiation. After cooling to r.t. the mixture was diluted with EA and washed with water (3 times). The organic phase was dried (Na2SO4) and concentrated. The residue was purified by SGC to provide the subtitle compound. MS ESI+: m/z=228 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08853412B2
Source datasetuspto-grants-2014_10
ORD IDord-700b9e94a18e43d29af1373dce8e036c
Source noteuspto-grants-2014_10