3,5-Dichloro-2-pyridinecarboxylic acid → N-(4'-Amino-5'-methylspiro[chroman-4,2'-imidazole]-6-yl)-3,5-dichloropicolinamide
Reaktionsgleichung
[Cl:1][C:2]1[C:3]([C:9]([OH:11])=O)=[N:4][CH:5]=[C:6]([Cl:8])[CH:7]=1.[CH3:12][C:13]1[C:14]([NH2:28])=[N:15][C:16]2([C:26]3[C:21](=[CH:22][CH:23]=[C:24]([NH2:27])[CH:25]=3)[O:20][CH2:19][CH2:18]2)[N:17]=1>>[NH2:28][C:14]1[C:13]([CH3:12])=[N:17][C:16]2([C:26]3[C:21](=[CH:22][CH:23]=[C:24]([NH:27][C:9](=[O:11])[C:3]4[C:2]([Cl:1])=[CH:7][C:6]([Cl:8])=[CH:5][N:4]=4)[CH:25]=3)[O:20][CH2:19][CH2:18]2)[N:15]=1Komponenten
3
Versuchsvorschrift
The title compound (59 mg, 62% yield) was prepared as described for Example 13a starting from 3,5-dichloropicolinic acid (45 mg, 0.23 mmol) and 5′-methylspiro[chroman-4,2′-imidazole]-4′,6-diamine (Intermediate 30, 54 mg, 0.23 mmol): 1H NMR (400 MHz, DMSO-d6) δ ppm 1.82-2.01 (m, 2 H), 2.22 (s, 3 H), 4.29-4.49 (m, 2 H), 6.57 (s, 2 H), 6.75-6.85 (m, 2 H), 7.48-7.57 (m, 1 H), 8.41 (d, 1 H), 8.68 (d, 1 H), 10.39 (s, 1 H); MS (APCI+) m/z 404 [M+H]+.