1,4-Dioxane → HCID 178517422, compound
Reaction equation
[F:1][C:2]1([F:21])[O:6][C:5]2[CH:7]=[CH:8][CH:9]=[C:10]([C:11]3[CH:16]=[CH:15][N:14]=[C:13](S(C)(=O)=O)[N:12]=3)[C:4]=2[O:3]1.[O:22]1CCOCC1>>[F:1][C:2]1([F:21])[O:6][C:5]2[CH:7]=[CH:8][CH:9]=[C:10]([C:11]3[CH:16]=[CH:15][NH:14][C:13](=[O:22])[N:12]=3)[C:4]=2[O:3]1Participants
3
Procedure
4-(2,2-difluoro-benzo[1,3]dioxol-4-yl)-2-methanesulfonyl-pyrimidine (364 mg, 1.15 mmol) was dissolved in dioxane (8.5 ml) and then 2N NaOHaq (5.7 ml, 11 mmol) was added. After stirring at room temperature for 1 hour, the solution was acidified with 37% HClaq. The mixture was evaporated and the residue was purified by flash chromatography with DCM-MeOH (9-1) to give 232 mg of the title compound. (quantitative yield).
Workup
- addition2N NaOHaq (5.7 ml, 11 mmol) was added
- customThe mixture was evaporated
- customthe residue was purified by flash chromatography with DCM-MeOH (9-1)
Sources & evidence
- ORD record
- ord-7bdda5a6a33c44a4b0ba9b164f995c8c
- Source dataset
- uspto-grants-2012_07
- Patent number
- US08222266B2
Reaction notes
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