Hydrochloric Acid → 1,5-Naphthyridin-3-ylacetic acid

Temperature

100 °C

Sodium hydroxide (10 mL, 2.0 M) was added to ethyl 1,5-naphthyridin-3-ylacetate in 1,4-dioxane (10 mL) and the mixture was heated at 100° C. for 6 hours. The reaction mixture was cooled to room temperature and acidified to pH 4 using aqueous 2M HCl and then evaporated in vacuo. The residue was azeotroped with toluene (2×15 mL) then dissolved in THF (50 mL) and stirred at 40° C. for 30 min. The mixture was filtered, the filtrate was evaporated in vacuo and the residue was triturated with diethyl ether to afford the title compound as an off white solid, 200 mg.

1. temperatureThe reaction mixture was cooled to room temperature
2. customevaporated in vacuo
3. customThe residue was azeotroped with toluene (2×15 mL)
4. dissolutionthen dissolved in THF (50 mL)
5. filtrationThe mixture was filtered
6. customthe filtrate was evaporated in vacuo
7. customthe residue was triturated with diethyl ether

ORD record

ord-8cc1783b27924989bf2dfc628360f3b9

Source dataset

uspto-grants-2014_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08846698B2