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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1908969Generated: October 28, 2026

3-Hydroxypyridine → HCID 55209004, compound

https://huagongshe.com/reaction/1908969

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-HydroxypyridineHCID 7971—
ReactantPotassium CarbonateHCID 11430—
Reactant4-Chloro-2-pyridinecarbonitrileHCID 693342—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 55209004HCID 5520900493%

Reaction Conditions

Temperature150 °C

Reaction Steps

4-Chloro-2-pyridine carbonitrile (1.0 g, 7.2 mmol, 1.0 eq), 3-hydroxypyridine (686 mg, 7.21 mmol, 1.00 eq) and K2CO3 (1.2 g, 8.7 mmol, 1.2 eq) were dissolved in DMF (10 mL) and heated in a microwave for 15 minutes at 150° C. The reaction was cooled, diluted with EtOAc and washed with H2O (3×). The organic layer was dried (MgSO4), filtered and concentrated in vacuo. Purification by flash chromatography on silica gel afforded 1.32 g (93%) of the title compound as a white solid: 1H NMR (400 MHz, DMSO-d6) δ 8.62 (d, J=5.8 Hz, 1H), 8.56 (m, 2H), 7.79 (d, J=2.4 Hz, 1H), 7.75 (dt, J=8.4, 1.4 Hz, 1H), 7.55 (dd, J=8.3, 4.7 Hz, 1H), 7.27 (dd, J=5.7, 2.4 Hz, 1H); ES-MS [M+1]+: 198.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08598345B2
Source datasetuspto-grants-2013_12
ORD IDord-73d310257bf3467ebdd83528767d406f
Source noteuspto-grants-2013_12