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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 533928Generated: October 30, 2026

Sodium hydride → HCID 21914466, compound

https://huagongshe.com/reaction/533928

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantBromomethylcyclopropaneHCID 81503—
ReactantHCID 178527717HCID 178527717—
SolventTetrahydrofuranHCID 8028—
ProductHCID 21914466HCID 21914466—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of 5-bromopyridine-2-thiol (3.9 g) in THF (100 mL) was added NaH (1.24 g) at 0° C. and the mixture was stirred at 0° C. for 0.5 h. Then (bromomethyl)cyclopropane (2.79 g) was added. The mixture was allowed to warm to r.t. and stirred for 6 hours. The mixture was poured into ice water (200 mL) and extracted with EA (100 mL×3). The combined organic phases were washed with brine (50 mL) and then dried over Na2SO4. After filtration and evaporation of the solvent, the residue was purified by SGC (eluent: PE) to provide the subtitle compound. MS ESI+: m/z=244 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08853412B2
Source datasetuspto-grants-2014_10
ORD IDord-72ef5daf47d649678eab439e7c4e3bbe
Source noteuspto-grants-2014_10