Reaktionsgleichung
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][C:16]([OH:18])=O)=[C:11]([O:19][CH3:20])[CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH2:21][C:22]1[CH:26]=[C:25]([CH2:27][CH3:28])[NH:24][N:23]=1>>[CH2:27]([C:25]1[NH:24][N:23]=[C:22]([NH:21][C:16](=[O:18])[CH2:15][C:12]2[CH:13]=[CH:14][C:9]([O:8][CH2:1][C:2]3[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=3)=[CH:10][C:11]=2[O:19][CH3:20])[CH:26]=1)[CH3:28]Komponenten
Versuchsvorschrift
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 at 75° C. for 3 hours with 3-amino-5-ethylpyrazole to give N-(5-ethylpyrazol-3-yl)-2-(4-benzyloxy-2-methoxyphenyl)acetamide; 1H NMR: (DMSOd6) 1.15 (t, 3H), 2.55 (q, 2H), 3.48 (s, 2H), 3.73 (s, 3H), 5.09 (s, 2H), 6.24 (s, 1H), 6.54 (m, 1H), 6.62 (d, 1H), 7.06 (d, 1H), 7.33 (t, 1H), 7.39 (m, 2H), 7.45 (m, 2H), 10.15 (br s, 1H); Mass Spectrum: M+H+ 366; which material was hydrogenated to give N-(5-ethylpyrazol-3-yl)-2-(4-hydroxy-2-methoxyphenyl)acetamide; 1H NMR: (DMSOd6) 1.15 (t, 3H), 2.53 (q, 2H), 3.43 (s, 2H), 3.68 (s, 3H), 6.24 (br s, 1H), 6.28 (m, 1H), 6.37 (d, 1H), 6.93 (d, 1H), 9.29 (br s, 1H), 10.09 (br s, 1H); Mass Spectrum: M+H+ 276.
Quellen und Nachweise
- ORD-Eintrag
- ord-8c8f711d0ea34d96bb2255e3bf660f0f
- Quelldatensatz
- uspto-grants-2011_07
- Patentnummer
- US07973164B2
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