3-Pyridinylboronic acid → HCID 86700465, compound
Reaction equation
[Cl:1][C:2]1[N:7]=[C:6]2[C:8](I)=[N:9][N:10]([CH3:11])[C:5]2=[CH:4][CH:3]=1.[N:13]1[CH:18]=[CH:17][CH:16]=[C:15](B(O)O)[CH:14]=1>>[Cl:1][C:2]1[N:7]=[C:6]2[C:8]([C:15]3[CH:14]=[N:13][CH:18]=[CH:17][CH:16]=3)=[N:9][N:10]([CH3:11])[C:5]2=[CH:4][CH:3]=1Participants
3
Conditions
- Temperature
- 70 °C
Procedure
To a solution of 5-chloro-3-iodo-1-methyl-1H-pyrazolo[4,3-b]pyridine (104 mg, 0.354 mmol, containing the isomer 5-chloro-3-iodo-2-methyl-21-1-pyrazolo[4,3-b]pyridine) was added pyridin-3-ylboronic acid (52 mg, 0.425 mmol). The reaction mixture was heated at 70° C. for 1 hr. Then the temperature was raised to 90° C. and the reaction was stirred at 90° C. for 2 h. The reaction was cooled down, washed with sat. NaHCO3, extracted with EtOAc, dried over MgSO4, filtered, concentrated down and purified by silica gel column to give the product. LCMS-ESI+: calc'd for C12H9ClN4: 245.0 (M+H+); Found: 245.3 (M+H+).