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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1471596Generated: October 26, 2026

Potassium Carbonate → 6-(4-Bromo-3-formyl-phenoxy)-2-tert-butylamino-nicotinonitrile

https://huagongshe.com/reaction/1471596

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2-Bromo-5-hydroxybenzaldehydeHCID 387179—
Reactant2-tert-Butylamino-6-chloro-nicotinonitrileHCID 86636464—
SolventDimethylformamideHCID 6228—
Product6-(4-Bromo-3-formyl-phenoxy)-2-tert-butylamino-nicotinonitrileHCID 8663646585%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 2-tert-butylamino-6-chloro-nicotinonitrile (4, 630 mg, 3 mmol) in DMF (100 mL) were added 2-bromo-5-hydroxy-benzaldehyde (603 mg, 3 mmol) and K2CO3 (828 mg, 6 mmol). The reaction was heated at 80° C. for 24 h. After cooling to r.t., DMF was removed in vacuo. Purification was accomplished by Biotage silica gel chromatography with a 2.5%-10% EtOAc/hexanes gradient to afford 950 mg (85% yield) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09012431B2
Source datasetuspto-grants-2015_04
ORD IDord-8316ef0f2dd14eccbcdfeaa34563b5bc
Source noteuspto-grants-2015_04