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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2060855Generated: November 1, 2026

Potassium Carbonate → 6-(1-Chloroisoquinolin-4-yloxy)nicotinonitrile

https://huagongshe.com/reaction/2060855

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant1-Chloro-4-hydroxyisoquinolineHCID 4281882—
Reactant6-Chloro-3-pyridinecarbonitrileHCID 5152094—
SolventDimethylformamideHCID 6228—
Product6-(1-Chloroisoquinolin-4-yloxy)nicotinonitrileHCID 59401387—

Reaction Conditions

Temperature70 °C

Reaction Steps

To a solution of 1-chloro-4-hydroxyisoquinoline (1.0 g, 5.6 mmol) in DMF (16 mL), was added 6-chloronicotinonitrile (0.55 g, 4.0 mmol) and K2CO3 (1.65 g, 11.9 mmol). The reaction mixture was heated at 70° C. for 6.5 h. Solvent was removed in vacuo and residue partitioned between EtOAc (100 mL), THF (100 mL) and water (60 mL). The organic phase was washed with water (2×60 mL), 1M NaOH (2×40 mL), brine (40 mL) and dried (MgSO4). Solvent was removed in vacuo to give the title compound: RT=3.66 min; m/z (ES+)=282.0 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08278442B2
Source datasetuspto-grants-2012_10
ORD IDord-3c4ff8d0135045eaab7945089e091a7a
Source noteuspto-grants-2012_10