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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1748507Generated: November 1, 2026

Water → HCID 86692457, compound

https://huagongshe.com/reaction/1748507

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantLithium HexamethyldisilazideHCID 2733832—
Reactant5-Bromo-2-fluoropyridineHCID 2783168—
Reactant1,4-Dioxaspiro[4.5]decane-8-carbonitrileHCID 11116433—
SolventTetrahydrofuranHCID 8028—
ProductHCID 86692457HCID 8669245768.7%

Reaction Steps

After 1,4-dioxaspiro[4,5]decane-8-carbonitrile (2.5 g) was dissolved in tetrahydrofuran (8 ml), 1M tetrahydrofuran-solution of lithium bis(trimethylsilyl)amide (15 ml) was added at 0° C. and stirred for 30 minutes. 5-Bromo-2-fluoropyridine (2.64 g) was further added and stirred at room temperature for two hours. Water was added to the reaction solution, extracted with ethyl acetate and concentrated in vacuo. The residue was purified with silica gel chromatography (n-hexane/ethyl acetate) and the resulting solid was washed with n-hexane to give the titled compound (3.32 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09150555B2
Source datasetuspto-grants-2015_10
ORD IDord-0c40b9f34c89422fb2684c4ca45a3b4a
Source noteuspto-grants-2015_10