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ChemicalBook CAS DataBase List 1-(2-Methoxyethyl)-4-nitro-1H-pyrazole

1-(2-Methoxyethyl)-4-nitro-1H-pyrazole synthesis

4synthesis methods
2075-46-9 Synthesis
4-Nitropyrazole

2075-46-9
309 suppliers
$6.00/5g

6482-24-2 Synthesis
1-Bromo-2-methoxyethane

6482-24-2
282 suppliers
$9.00/1g

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Yield:948570-75-0 100%

Reaction Conditions:

with potassium carbonate in acetonitrile at 80; for 4 h;

Steps:

39 Synthesis ofl-(2-methoxyethyl)-4-nitro-1H-pyrazole

[0223j To a mixture of 4-nitro-1H-pyrazole (113 mg, 1 mmol, 1.0 eq) in CH3CN (5 mL), 1-bromo-2-methoxyethane (138 mg, 1 mmol, 1.0 equiv) and K2C03 (276 mg, 2 mmol, 2.0 equiv) was added. The mixture was stirred at 80 °C for 4 h. After diluted with EtOAc (100 mL), the mixture was washed with water (50 mL x 2). The organic layer was concentrated and purified by silica gel column (petroleum ether/EtOAc = 10 : 1) to give 1-(2-methoxyethyl)-4-nitro-1H- pyrazole (170 mg, yield: 100%) as a colorless oil. ESI-MS (M+H): 172.1. ‘H NMR (400 MHz, CDC13) (5: 8.23 (s, 1H), 8.07 (s, 1H), 4.31 (t, J= 5.2 Hz, 2H), 3.74 (t, J= 5.2 Hz, 2H), 3.35 (s, 3H).

References:

WO2015/89337,2015,A1 Location in patent:Paragraph 0223