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3-(4-Fluoro-2-methyl-2H-pyrazol-3-yl)-4-methoxy-phenylamine

4-chloro-3-trifluoromethylphenylisocyanate

→

Compound 84

수율 29.0%

1-(4-Chloro-3-trifluoromethyl-phenyl)-3-[3-(4-fluoro-2-methyl-2H-pyrazol-3-yl)-4-methoxy-phenyl]-urea

수율 29.0%

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실험 절차

3-(4-Fluoro-2-methyl-2H-pyrazol-3-yl)-4-methoxy-phenylamine was treated with 4-chloro-3-trifluoromethylphenylisocyanate, in a similar manner as described in Example 1.68, providing 15 mg (29% yield) of Compound 84: LCMS m/z (%)=445 (M+H37Cl, 34), 443 (M+H35Cl, 100). 1H NMR (400 MHz, acetone-d6) δ: 8.69 (s, 1H), 8.39 (s, 1H), 8.15 (d, J=2.4 Hz, 1H), 7.74 (dd, J1=8.6 Hz, J2=2.2 Hz 1H), 7.65 (dd, J1=9.0 Hz, J2=2.6 Hz, 1H), 7.53 (d, J=8.8 Hz, 1H), 7.49 (d, J=2.4 Hz, 1H), 7.38 (d, JH,F=4.4 Hz, 1H), 7.14 (d, J=9.2 Hz, 1H) 3.83 (s, 3H), 3.65 (s, 3H). 19F NMR (376 MHz, acetone-d6) δ: −63.75 (s, 3F), −177.40 (d, JH,F=5.3 Hz, 1F).

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