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59514-86-2

4-Hydroxy-1,8-naphthyridin-2(1H)-one synthesis

4synthesis methods
-

Yield:59514-86-2 57.9%

Reaction Conditions:

with lithium hydroxide monohydrate;sodium hydride at 50; for 16 h;

Steps:

145.1 Step 1: Preparation of 1,8-naphthalene-2,4-diphenol

Methyl 2-aminopyridine-3-carboxylate (15.00g, 98.59mmol, 1eq) was dissolved in methyl acetate (150mL), 60% sodium hydrogen (9.86g, 246.47mmol, 2.5eq) was added, and the reaction system was stirred at 50 °C for 16h. LC-MS shows that the reaction is completed, the reaction solution is filtered, the filter cake is dissolved in water, the aqueous solution is adjusted with acetic acid pH = 6, there is a solid precipitation, filtering, the filter cake is dried, that is, the target compound (5.70g, yield 35.7%).

References:

WO2022/161420,2022,A1 Location in patent:Page/Page column 138