1-ethyl-3-methyl-1H-pyrazol-4-amine → N-(1-ethyl-3-methylpyrazol-4-yl)-2-(4-benzyloxy-2-methoxyphenyl)acetamide

Participants

Reaction Steps

Using an analogous procedure to that described in the portion of Example 17 that is concerned with the preparation of starting materials, 2-(4-benzyloxy-2-methoxyphenyl)acetic acid was reacted with 4-amino-1-ethyl-3-methylpyrazole to give N-(1-ethyl-3-methylpyrazol-4-yl)-2-(4-benzyloxy-2-methoxyphenyl)acetamide; 1H NMR: (DMSOd6) 1.29 (t, 3H), 2.1 (s, 3H), 3.5 (s, 2H), 3.75 (s, 3H), 3.96 (q, 2H), 5.09 (s, 2H), 6.54 (m, 1H), 6.63 (d, 1H), 7.06 (d, 1H), 7.33 (m, 1H), 7.39 (m, 2H), 7.45 (m, 2H), 7.8 (s, 1H), 9.29 (s, 1H); Mass Spectrum: M+H+ 380; which material was hydrogenated to give N-(1-ethyl-3-methylpyrazol-4-yl)-2-(4-hydroxy-2-methoxyphenyl)acetamide; 1H NMR: (DMSOd6) 1.28 (t, 3H), 2.1 (s, 3H), 3.45 (s, 2H), 3.7 (s, 3H), 3.96 (q, 2H), 6.28 (m, 1H), 6.37 (d, 1H), 6.93 (d, 1H), 7.8 (s, 1H), 9.22 (br s, 1H), 9.29 (br s, 1H); Mass Spectrum: M+H+ 290.

Provenance & Evidence