Isoxazolo[4,5-d]pyridazin-4(5H)-one, 3-methyl- synthesis

3synthesis methods

Product Name:Isoxazolo[4,5-d]pyridazin-4(5H)-one, 3-methyl-
CAS Number:923569-62-4
Molecular formula:C6H5N3O2
Molecular Weight:151.12

129663-12-3 Synthesis

Ethyl 5-formyl-3-methylisoxazole-4-carboxylate

129663-12-3
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Isoxazolo[4,5-d]pyridazin-4(5H)-one, 3-methyl-

923569-62-4
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Yield:923569-62-4 93%

Reaction Conditions:

with hydrazine hydrate for 2 h;Cooling with ice;

Steps:

2.4 Step 4:

Step 4:
3-methyl[1,2]oxazolo[4,5-d]pyridazin-4(5H)-one
To a solution of ethyl 5-formyl-3-methyl-1,2-oxazole-4-carboxylate (13 g, 71.0 mmol, Step 3) in ethanol (60 mL) chilled in an ice-bath was added hydrazine hydrate (17.7 g, 355 mmol) dropwise.
The resulting mixture was stirred for 2 hours.
The solid was collected by filtration and dried to give the titled compound (10 g, yield 93%).
¹H NMR (400 MHz, methol-d₄) δ ppm 8.48 (s, 1H), 2.62 (s, 3H).

References:

US2017/73353,2017,A1 Location in patent:Paragraph 0429

3511-34-0 Synthesis

3-Furancarboxylic acid, 4,5-dihydro-2-methyl-4-oxo-, ethyl ester

3511-34-0
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923569-62-4
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References

95104-40-8 Synthesis

Ethyl 5-hydroxymethyl-3-methylisoxazole-4-carboxylate

95104-40-8
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References