Thionyl Chloride → HCID 86710737, compound
Reaction equation
[NH2:1][C:2]1[N:7]=[C:6]2[N:8]([CH3:25])[N:9]=[C:10]([C:11]3[C:12]([O:23][CH3:24])=[CH:13][C:14]([O:21][CH3:22])=[C:15]([S:17](O)(=[O:19])=[O:18])[CH:16]=3)[C:5]2=[CH:4][N:3]=1.S(Cl)([Cl:28])=O>>[NH2:1][C:2]1[N:7]=[C:6]2[N:8]([CH3:25])[N:9]=[C:10]([C:11]3[C:12]([O:23][CH3:24])=[CH:13][C:14]([O:21][CH3:22])=[C:15]([S:17]([Cl:28])(=[O:19])=[O:18])[CH:16]=3)[C:5]2=[CH:4][N:3]=1Participants
3
Conditions
- Temperature
- 120 °C
Procedure
5-(6-Amino-1-methyl-1H-pyrazolo[3,4-d]pyrimidin-3-yl)-2,4-dimethoxy-benzenesulfonic acid (Example 113) (629 mg, 1.72 mmol) is suspended in thionyl chloride (25 ml), the reaction mixture is heated to 120° C. for 5 hours then stood overnight at room temperature. The resulting precipitate is removed by filtration, the filtrate is concentrated in vacuo and the resulting residue is azeotroped with toluene to afford the title compound as a solid.
Workup
- customThe resulting precipitate is removed by filtration