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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1724879Generated: October 31, 2026

Potassium tert-butoxide → 5-Chloro-2-(3-(trifluoromethyl)pyridin-2-yl)-[1,8]naphthyridine

https://huagongshe.com/reaction/1724879

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium tert-butoxideHCID 23665647—
Reactant2-Amino-4-chloropyridine-3-carbaldehydeHCID 46203541—
Reactant1-[3-(Trifluoromethyl)pyridin-2-yl]ethan-1-oneHCID 53403137—
SolventTetrahydrofuranHCID 8028—
Product5-Chloro-2-(3-(trifluoromethyl)pyridin-2-yl)-[1,8]naphthyridineHCID 46203542—

Reaction Conditions

Temperature-20 °C

Reaction Steps

Dissolve 2-amino-4-chloronicotinaldehyde (78 mg, 0.5 mmol) and 2-acetyl-3-trifluoromethylpyridine (95 mg, 0.5 mmol) in anhydrous THF (2.0 mL) and cool it to −20° C. under N2 atmosphere. Add in portion t-BuOK (112 mg, 1.0 mmol) to the reaction mixture and stir the mixture at 10° C. for 2 hours. Concentrate the reaction mixture under vacuum, dilute the residue with saturated aq. ammonium chloride (10 mL), filter the solid, wash the solid with water and dry under high vacuum to afford desired product as a cream colored solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07488740B2
Source datasetuspto-grants-2009_02
ORD IDord-0518b5abde744cca9da77fc08432951e
Source noteuspto-grants-2009_02