Hydrazine → 7-(4-Chloro-1-methyl-1H-pyrazolo[3,4-b]pyridin-6-yl)-1H-indazol-3-amine
Reaction equation
[NH2:1][NH2:2].[Cl:3][C:4]1[CH:9]=[C:8]([C:10]2[C:11](F)=[C:12]([CH:15]=[CH:16][CH:17]=2)[C:13]#[N:14])[N:7]=[C:6]2[N:19]([CH3:22])[N:20]=[CH:21][C:5]=12>C(O)CCC>[Cl:3][C:4]1[CH:9]=[C:8]([C:10]2[CH:17]=[CH:16][CH:15]=[C:12]3[C:11]=2[NH:2][N:1]=[C:13]3[NH2:14])[N:7]=[C:6]2[N:19]([CH3:22])[N:20]=[CH:21][C:5]=12Participants
4
Conditions
- Temperature
- 90 °C
Procedure
Hydrazine (0.34 mL, 1.04 mmol) was added to a solution of 3-(4-chloro-1-methyl-1H-pyrazolo[3,4-b]pyridin-6-yl)-2-fluorobenzonitrile 15 (0.030 g, 0.1046 mmol) in n-butanol and the reaction mixture was heated at 90° C. for 1 hour. The solvent was removed and diluted with ethylacetate, washed with saturated bicarbonate solution followed by brine. Drying and concentration gave 16.