ChemicalBook CAS DataBase List Fluxapyroxad

Fluxapyroxad synthesis

7synthesis methods

Product Name:Fluxapyroxad
CAS Number:907204-31-3
Molecular formula:C18H12F5N3O
Molecular Weight:381.3

Ethyl 3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylate

141573-95-7
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$43.00/1g

915416-45-4 Synthesis

915416-45-4
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$180.00/500mg

907204-31-3
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$402.00/100mg

Yield:907204-31-3 92.3%

Reaction Conditions:

with sodium ethanolate in 1-methyl-pyrrolidin-2-one at 80; for 2 h;Inert atmosphere;

Steps:

8 Example 8 Synthesis of 3-(difluoromethyl)-1-methyl-N-(3',4',5'-trifluorobiphenyl-2-yl)-4-pyrazole carboxamide (Compound No. 8: A General Name: Fluxapyroxad)
To 38.6 mL of N-methylpyrrolidone in a 300-mL four-necked flask, 17.97 g (0.088 mol) of ethyl 3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylate and 13.78 g (0.081 mol) of 3',4',5'-trifluorobiphenyl-2-ylamine were added in a nitrogen atmosphere. The 3',4',5'-trifluorobiphenyl-2-ylamine was prepared by reference to WO 2010/094736 A. Subsequently, 10.97 g (0.161 mol) of sodium ethoxide was added, and the contents were stirred at an internal temperature of 80° C. for 2 hours. The reaction mixture was cooled to 69° C., and then, 78.90 g of water was added, and cooling to 2° C. was performed, whereby a crystal was deposited. The crystal was separated by means of filtration and washed with 40.30 g of water. The crystal after washing was dried. As a result, 28.52 g of 3-(difluoromethyl)-1-methyl-N-(3',4',5'-trifluorobiphenyl-2-yl)-4-pyrazole carboxamide was obtained as a white crystal. The yield was 92.3percent (on a basis of 3',4',5'-trifluorobiphenyl-2-ylamine), and the purity was 97.7percent (HPLC area percentage), and a purification operation, such as recrystallization, was not needed. Melting point: 156.2° C. ¹H-NMR (1H resonance frequency: 500 MHz, measurement solvent: CDCl₃, internal standard substance: tetramethylsilane) δ value (ppm): 3.92 (3H, s), 6.64 (1H, t), 6.99-7.03 (2H, m), 7.20-7.25 (2H, m), 7.41-7.45 (1H, m), 7.81 (1H, bs), 7.96 (1H, s), 8.14 (1H, d)

References:

JAPAN FINECHEM COMPANY, INC.;KURIHARA, Yusuke;SATO, Koki;WASUZU, Ayase;YAMADA, Yu US2020/181091, 2020, A1 Location in patent:Paragraph 0174-0179

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915416-45-4 Synthesis

915416-45-4
120 suppliers
$180.00/500mg