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AKOS B024347 synthesis

2synthesis methods
2-methyl-5-nitro-2H-pyrazole-3-carboxylic acid methyl ester

177409-38-0
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AKOS B024347

177409-39-1
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Yield:177409-39-1 76%

Reaction Conditions:

with lithium hydroxyde monohydrate;lithium hydroxide monohydrate in tetrahydrofuran;methanol at 70; for 1 h;

Steps:

B2.2 Step 2: 2-methyl-5-nitro-pyrazole-3-carboxylic acid.

LiOH-H2O (1.88 g, 44.7 mmol) was added to a solution of methyl 2-methyl-5-nitro- pyrazole-3 -carboxylate (2.76 g, 14.9 mmol) in MeOH (40 mL), THF (40 mL), and water (15 mL). The mixture was stirred at 70 °C for 1 h and concentrated. Water (100 mL) was added, and the aq. phase was acidified to pH 1 with cone. HC1. The mixture was filtered, and the solid was dried in a vacuum oven at 45 °C for 18 h to provide the title compound as a solid (1.95 g, 76%). 1H NMR (500 MHz, DMSO) δ 7.46 (s, 1H), 4.19 (s, 3H). m/z (ES ), [M- H]- 169.9. HPLC (A05) tR = 0.42 min.

References:

WO2022/66938,2022,A1 Location in patent:Paragraph 00219; 00221