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ChemicalBook CAS DataBase List ethyl 1,4-diMethyl-1H-pyrazole-5-carboxylate

ethyl 1,4-diMethyl-1H-pyrazole-5-carboxylate synthesis

4synthesis methods
-

Yield:68809-64-3 76.38%

Reaction Conditions:

with di-isopropyl azodicarboxylate;triphenylphosphine in tetrahydrofuran at 0 - 25; for 5 h;Inert atmosphere;

Steps:

206.1 Step 1: ethyl l,4-dimethyl-lH-pyrazole-5-carboxylate

Into a 100-mL 3-necked round-bottom flask purged and maintained with an inert atmosphere of nitrogen, was placed ethyl 4-methyl-lH-pyrazole-5-carboxylate (3 g, 19.46 mmol, 1 equiv.), DIAD (7.9 g, 38.92 mmol, 2 equiv.), THF (30 mL), and MeOH (3.1 g, 97.30 mmol, 5 equiv.), and ΡΡ1 (10.2 g, 38.92 mmol, 2 equiv.) was added at 0 °C. The resulting solution was stirred for 5 h at 25°C and then concentrated under vacuum. The residue was applied onto a silica gel column and eluted with ethyl acetate/petroleum ether (1 :50) to give the title compound as a yellow liquid in76.38% yield.

References:

WO2019/18562,2019,A1 Location in patent:Paragraph 0695

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