Water → 1H-Isoindol-1-one, 4-bromo-2,3-dihydro-7-methoxy-
Reaction equation
[Br:1][C:2]1[CH:10]=[CH:9][C:8]([OH:11])=[C:7]2[C:3]=1[CH2:4][NH:5][C:6]2=[O:12].[C:13]([O-])([O-])=O.[Cs+].[Cs+].CI.O>CN(C=O)C>[Br:1][C:2]1[CH:10]=[CH:9][C:8]([O:11][CH3:13])=[C:7]2[C:3]=1[CH2:4][NH:5][C:6]2=[O:12]Participants
6
Procedure
A solution of Example 106D (103 mg, 0.45 mmol) in DMF (4 mL) was treated with Cs2CO3 (162 mg, 0.5 mmol) and methyl iodide (0.03 mL, 0.48 mmol), stirred at room temperature for 3 hours, then poured into water. The resulting precipitate was filtered to give 76 mg (70%) of the desired product. MS (ESI(+)) m/e 242,244 (M+H)+.
Workup
- filtrationThe resulting precipitate was filtered
Sources & evidence
- ORD record
- ord-26983ef7633a4dfd8fe5b31dd29a466a
- Source dataset
- uspto-grants-2006_10
- Patent number
- US07129260B2
Reaction notes
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