4-Amino-2,6-dichloropyridine → HCID 178516428, compound

Participants

Reaction Conditions

Reaction Steps

To a flask equipped with a reflux condenser, 2,6-dichloropyridin-4-amine (2.00 g, 12.27 mmol) and 5-(methoxymethylene)-2,2-dimethyl-1,3-dioxane-4,6-dione (2.398 g, 12.88 mmol) were dissolved in IPA (12.00 mL) and heated to 100° C. for 1 hour. The reaction was cooled to room temperature and the solids were filtered. The solids were added to a microwave vial followed by dichlorobenzene (12.00 mL). The vial was capped and heated to 250° C. for 15 minutes. The reaction was purified via silica gel MPLC chromatography (40 g), eluting with 0 to 100% ethyl acetate in heptanes. The fractions were collected and the solvent was removed under reduced pressure to provide 1.63 g of 5,7-dichloro-1,6-naphthyridin-4-ol as an off white solid. m/z (ESI) 215.1 (M+H)+.

Provenance & Evidence