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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 533933Generated: October 30, 2026

Sodium hydride → HCID 86715119, compound

https://huagongshe.com/reaction/533933

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantCyclopropanemethanolHCID 75644—
Reactant3-Bromo-2-fluoro-5-iodopyridineHCID 46238396—
SolventTetrahydrofuranHCID 8028—
ProductHCID 86715119HCID 86715119—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a suspension of NaH (60% in mineral oil, 4.32 g) in THF (300 mL) was added cyclopropylmethanol (5.83 g) at 0° C. and the mixture was stirred for 30 min at 0° C. A solution of 3-bromo-2-fluoro-5-iodopyridine (16.3 g) in THF (50 mL) was added to the suspension at 0° C. The suspension was allowed to warm to r.t. and stirred for 18 h. The suspension was poured into ice water and then extracted with EA (200 mL×3). The combined organic layers were washed with brine and dried over Na2SO4. After filtration and evaporation of the solvent, the residue was purified by SGC (eluent: PE) to give the subtitle compound. MS ESI+: m/z=354 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08853412B2
Source datasetuspto-grants-2014_10
ORD IDord-390e6eaa68334c01932abca8ab0e94a9
Source noteuspto-grants-2014_10