1H-Indazol-6-amine → [6-(5-Chloro-2-methyl-phenyl)-2-methyl-pyrimidin-4-yl]-(1H-indazol-6-yl)-amine
Reaction equation
Cl[C:2]1[CH:7]=[C:6]([C:8]2[CH:13]=[C:12]([Cl:14])[CH:11]=[CH:10][C:9]=2[CH3:15])[N:5]=[C:4]([CH3:16])[N:3]=1.[NH2:17][C:18]1[CH:26]=[C:25]2[C:21]([CH:22]=[N:23][NH:24]2)=[CH:20][CH:19]=1>>[Cl:14][C:12]1[CH:11]=[CH:10][C:9]([CH3:15])=[C:8]([C:6]2[N:5]=[C:4]([CH3:16])[N:3]=[C:2]([NH:17][C:18]3[CH:26]=[C:25]4[C:21]([CH:22]=[N:23][NH:24]4)=[CH:20][CH:19]=3)[CH:7]=2)[CH:13]=1Participants
3
Procedure
Following the method described in Example 38 (alternate method), 4-chloro-6-(5-chloro-2-methyl-phenyl)-2-methyl-pyrimidine and 6-aminoindazol provided the title compound (64% yield). 1H NMR (DMSO-d6) δ 2.32 (s, 3H, CH3), 2.57 (s, 3H, CH3), 6.78 (s, 1H, Ar), 7.18 (dd, 1H, J=8.7 Hz, J=1.6 Hz, Ar), 7.36 (d, 1H, J=8.2 Hz, Ar), 7.43 (dd, 1H, J=8.2 Hz, J=2.3 Hz, Ar), 7.49 (d, 1H, J=2.2 Hz, Ar), 7.69 (d, 1H, J=8.6 Hz, Ar), 7.97 (s, 1H, Ar), 8.33 (s, 1H, Ar), 9.75 (s, 1H, NH), 12.89 (s, 1H, NH).