ChemicalBook CAS DataBase List 3-FLUORO-4-(1-METHYL-5,6-DIHYDRO-1H-[1,2,4]TRIAZIN-4-YL)-PHENYLAMINE(WXG00213)

3-FLUORO-4-(1-METHYL-5,6-DIHYDRO-1H-[1,2,4]TRIAZIN-4-YL)-PHENYLAMINE(WXG00213) synthesis

5synthesis methods

Product Name:3-FLUORO-4-(1-METHYL-5,6-DIHYDRO-1H-[1,2,4]TRIAZIN-4-YL)-PHENYLAMINE(WXG00213)
CAS Number:1334167-69-9
Molecular formula:C10H13FN4
Molecular Weight:208.24

1334167-66-6 Synthesis

4-(2-fluoro-4-nitrophenyl)-1-methyl-1,4,5,6-tetrahydro-1,2,4-triazine

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3-FLUORO-4-(1-METHYL-5,6-DIHYDRO-1H-[1,2,4]TRIAZIN-4-YL)-PHENYLAMINE(WXG00213)

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Yield: 97%

Reaction Conditions:

with hydrogen;palladium-on-charcoal in methanol at 20; for 4 h;

Steps:

1.V
Synthesis of Compound VThe compound IV (34.5 g, 145 mmol) was put into MeOH (400 mL), and 10% Pd/C (10 g) was added thereto. Then, a flask was equipped with a hydrogen balloon, and the reactant was stirred for 4 hours at room temperature. Pd/C was removed through filtering under reduced pressure using celite, and the filtrate was concentrated under reduced pressure, thereby obtaining Compound V (29.3 g, 97%) as orange solid.¹H NMR (600 MHz, chloroform-d₁) δ=6.92 (t, J=9.0 Hz, 1H), 6.77 (s, 1H), 6.44-6.39 (m, 2H), 3.78 (br s, 2H), 3.73 (t, J=4.8 Hz, 2H), 2.94 (t, J=4.8 Hz, 2H), 2.77 (s, 3H)LCMS: 209 (M+H⁺) for C₁₀H₁₃-FN₄

References:

LEGOCHEM BIOSCIENCES, INC. US2013/5967, 2013, A1 Location in patent:Page/Page column 6

369-34-6 Synthesis

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References

2-fluoro-N-(2-(1-methylhydrazinyl)ethyl)-4-nitroaniline(WXG00212)

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References

Ethanamine, N-[(3,5-dichlorophenyl)methylene]-2,2-diethoxy-

1000210-73-0
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References

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References