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3-(hydroxymethyl)-1H-pyridazin-6-one synthesis

2synthesis methods
63001-30-9 Synthesis
METHYL 6-OXO-1,6-DIHYDROPYRIDAZINE-3-CARBOXYLATE

63001-30-9
112 suppliers
$9.00/250mg

3-(hydroxymethyl)-1H-pyridazin-6-one

1248565-70-9
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Yield:1248565-70-9 62%

Reaction Conditions:

with diisobutylaluminium hydride in tetrahydrofuran at 20; for 1 h;Cooling with ice;

Steps:

35.1 First step Synthesis of 6-(hydroxymethyl)pyridazine-3(2H)-one 35b

Compound 35a (1.0 g, 6.5 mmol) was dissolved in anhydrous tetrahydrofuran (20 mL).DIBAL-H (1.0M, 13mL, 13.0mmol) was added dropwise under ice water bath.The mixture was gradually warmed to room temperature and stirred for 1 h.Quenched with saturated ammonium chloride, extracted three times with ethyl acetate, washed with brine, dried over anhydrous sodium sulfate, filtered, and purified by column chromatography and concentratedThe title compound 35b (510 mg, 4.0 mmol) was obtained, yield 62%

References:

CN109897011,2019,A Location in patent:Paragraph 0725-0728