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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2368215Generated: November 2, 2026

Water → HCID 67299906, compound

https://huagongshe.com/reaction/2368215

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
ReactantTrimethylsilyl cyanideHCID 82115—
ReactantHCID 67299910HCID 67299910—
SolventAcetonitrileHCID 6342—
ProductHCID 67299906HCID 6729990658.2%

Reaction Steps

A solution of 5-bromo-2-methoxymethyl-pyridine-1-oxide (5.0 g, 22.7 mmol), triethylamine (12.7 ml, 91 mmol) and trimethylsilyl cyanide (9.1 ml, 68.2 mmol) in acetonitrile (10 ml) was heated in a sealed tube to 120° C. for 18 hours. After completion of the reaction, water was added to the reaction mixture and acetonitrile was removed. The crude material was extracted with ethyl acetate. The combined organic layers were washed with water and brine, dried, filtered, and evaporated. The crude product was purified by silica gel chromatography using an ethyl acetate/hexane eluent to yield 3.0 g (58%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08703768B2
Source datasetuspto-grants-2014_04
ORD IDord-f4e229691fa544a5ab67d8582dc3f899
Source noteuspto-grants-2014_04