2-Hydroxy-1,5-naphthyridine

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2-Hydroxy-1,5-naphthyridine Basic information
Product Name:2-Hydroxy-1,5-naphthyridine
Synonyms:2-Hydroxy-1,5-naphthyridine;1,5-naphthyridin-2-ol;1,5-Naphthyridin-2(1H);1H-1,5-naphthyridin-2-one;2- hydroxy-1, 5-naphthidine;1,5-Naphthyridine-2(1H)-one;1,5-Naphthyridin-2(1H)-one
CAS:10261-82-2
MF:C8H6N2O
MW:146.15
EINECS:
Product Categories:
Mol File:10261-82-2.mol
2-Hydroxy-1,5-naphthyridine Structure
2-Hydroxy-1,5-naphthyridine Chemical Properties
Melting point 258 °C
Boiling point 391.8±42.0 °C(Predicted)
density 1.267±0.06 g/cm3(Predicted)
storage temp. Sealed in dry,Room Temperature
pka11.29±0.20(Predicted)
AppearanceWhite to light yellow Solid
Safety Information
HS Code 2933998090
MSDS Information
2-Hydroxy-1,5-naphthyridine Usage And Synthesis
Uses1,5-Naphthyridin-2(1H)-one is used as a reactant in the design of brain penetrant JNK inhibitors for prevention of neurodegeneration.
Synthesis
2-Methoxy-[1,5]naphthyridine

27017-69-2

2-Hydroxy-1,5-naphthyridine

10261-82-2

The general procedure for the synthesis of 1,5-naphthyridin-2(1H)-one from the compound (CAS: 27017-69-2) was as follows: intermediate 2 (15.8 g) was dissolved in 6N hydrochloric acid solution (100 mL) and the reaction was stirred at 110 °C for 2 h. The reaction was carried out at 0 °C for 2 h. The reaction was carried out at 0 °C for 2 h. The solid was dried by suction filtration. Upon completion of the reaction, the reaction mixture was cooled to 0 °C and the pH was adjusted to 6-7 with solid sodium hydroxide. the precipitated solid was separated by filtration and dried by suction with a sintered funnel for 2 h, followed by vacuum drying at 45 °C to afford the target product 1,5-naphthyridin-2(1H)-one (14.4 g, 98% yield). [ES MS] m/z 147 (MH+).

References[1] Patent: EP2080761, 2009, A1. Location in patent: Page/Page column 16
[2] Patent: WO2010/81874, 2010, A1. Location in patent: Page/Page column 18
2-Hydroxy-1,5-naphthyridine Preparation Products And Raw materials
Raw materials2-Methoxy-[1,5]naphthyridine-->2-Chloro-3-pyridinamine-->Butyl acrylate
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