1-METHYL-6-OXO-1,4,5,6-TETRAHYDROPYRIDAZINE-3-CARBOXYLIC ACID synthesis

5synthesis methods

Product Name:1-METHYL-6-OXO-1,4,5,6-TETRAHYDROPYRIDAZINE-3-CARBOXYLIC ACID
CAS Number:33548-32-2
Molecular formula:C6H8N2O3
Molecular Weight:156.14

328-50-7 Synthesis

328-50-7
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302-15-8
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1-METHYL-6-OXO-1,4,5,6-TETRAHYDROPYRIDAZINE-3-CARBOXYLIC ACID

33548-32-2
35 suppliers
$45.00/25mg

Yield:33548-32-2 52.8%

Reaction Conditions:

with hydrogenchloride at 100; for 3 h;

Steps:

175.1 Step 1 : Preparation of 1 -methyl-6-oxo-1 ,4,5,6-tetrahydropyridazine-3-carboxylic acid

To a solution of 2-oxopentanedioic acid (10 g, 68 mmol) in 1 0% hydrogen chloride (40 ml_) was added methylhydrazine sulfate (9.8 g, 68 mmol) in three portions. Reaction was stirred at 100 °C for 3 h before it was cooled to room temperature and extracted with tetrahydrofuran (100 ml_ x 3). The combined organic layers were washed with brine (50 ml_ x 2), dried over sodium sulfate, filtered and concentrated. The crude solid was washed with petroleum ether (20 ml_) to offer 1 -methyl-6-oxo-1 ,4,5,6-tetrahydropyridazine-3-carboxylic acid as a white solid (5.6 g, 52.8%); LCMS (ESI) m/z: 157.1 [M+H]⁺.

References:

WO2019/183587,2019,A1 Location in patent:Page/Page column 283-284

328-50-7 Synthesis

328-50-7
571 suppliers
$6.00/25g