3-Pyridazinecarbonitrile, 1,6-dihydro-1-methyl-6-oxo- synthesis
- Product Name:3-Pyridazinecarbonitrile, 1,6-dihydro-1-methyl-6-oxo-
- CAS Number:99903-60-3
- Molecular formula:C6H5N3O
- Molecular Weight:135.12
88394-08-5
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99903-60-3
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Yield:99903-60-3 98%
Reaction Conditions:
with triethylamine;trifluoroacetic anhydride in tetrahydrofuran at 0 - 20; for 17 h;
Steps:
64.1 Step 1: Preparation of 1-methyl-6-oxo-1,6-dihydropyridazine-3-carbonitrile
To a solution of 1-methyl-6-oxo-1,6-dihydropyridazine-3-carboxamide (600 mg, 0.31 mmol) and trifluoroacetic anhydride (1.65 g, 7.84 mmol) in tetrahydrofuran (20 mL) at 0 C was added triethylamine (1.98 g, 19.6 mmol). The solution was stirred at 20 C for 17 h, then it was concentrated in vacuo and purified by column chromatography (silica gel, petroleum ether / ethyl acetate = 5/1 to 1/1) to give 1- methyl-6-oxo-1,6-dihydropyridazine-3-carbonitrile (520 mg, 3.85 mmol, 98%) as a white solid. LCMS (ESI) m/z: 136.2 [M+H]+.
References:
WO2020/154571,2020,A1 Location in patent:Page/Page column 142
60184-73-8
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74173-58-3
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