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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2232980Generated: October 31, 2026

3-Hydroxypyridine → HCID 43087651, compound

https://huagongshe.com/reaction/2232980

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-HydroxypyridineHCID 7971—
ReactantSodium hydrideHCID 24758—
Reactant2-ChloronicotinonitrileHCID 81079—
SolventDimethylformamideHCID 6228—
ProductHCID 43087651HCID 4308765155.8%

Reaction Conditions

Temperature120 °C

Reaction Steps

To a solution of pyridin-3-ol (1.3 g, 10 mmol) in N,N-dimethyl formamide (25 ml) was added 60 % NaH in mineral oil (0.3 g, 15 mmol) and 2-chloronicotinonitrile (1.38 g, 10 mmol) and heated at 120° C. for overnight. The reaction mixture was quenched with 1M NaHCO3 and extracted with ethyl acetate (3×30 ml). The combined organic extracts were washed with saturated NaCl (50 ml), dried (Na2SO4), filtered and concentrated. The crude product was purified by flash column chromatography using dichloromethane to yield 1.1 g (50%) of product. MS (ESI+) m/z 198 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07709469B2
Source datasetuspto-grants-2010_05
ORD IDord-9d64255db3124a92ae5e7fb7f88a28ce
Source noteuspto-grants-2010_05