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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 337459Generated: October 28, 2026

Hexane → HCID 23144622, compound

https://huagongshe.com/reaction/337459

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHexaneHCID 8058—
ReactantAmmonium ChlorideHCID 25517—
Reactant2-Bromo-6-methoxypyridineHCID 256810—
ReactantHCID 23144082HCID 23144082—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
ProductHCID 23144622HCID 2314462234%

Reaction Conditions

Temperature-78 °C

Reaction Steps

2-Bromo-6-methoxypyridine (0.274 mL, 2.23 mmol) was dissolved in THF (1 mL), and a 1.58 mol/L solution of n-butyllithium in n-hexane (1.42 mL, 2.23 mmol) was added thereto in a stream of argon at −78° C., followed by stirring for 15 minutes at −78° C. A solution of Compound 98 (200 mg, 0.558 mmol) in THF (2 mL) was added dropwise to the reaction mixture, followed by stirring at room temperature for 1.5 hours. The reaction mixture was poured into a saturated aqueous solution of ammonium chloride, followed by extraction with ethyl acetate. The organic layer was washed with a saturated aqueous solution of sodium chloride and dried over anhydrous magnesium sulfate, and then the solvent was distilled away under reduced pressure. The resulting residue was purified through silica gel column chromatography (hexane:ethyl acetate=1:9) to afford the entitled Compound 283 (77.0 mg, 34%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08889718B2
Source datasetuspto-grants-2014_11
ORD IDord-3cc1512090ed4375a91002056e1c4e24
Source noteuspto-grants-2014_11