Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) → Methyl 2-(5-bromo-1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-3-oxo-butyrate
Reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[C:7](=[O:11])[N:6]([CH2:12][CH:13]([C:18]1([CH3:23])OCC[O:19]1)[C:14]([O:16][CH3:17])=[O:15])[C:5]2=[O:24].C1(C)C=CC(S([O-])(=O)=O)=CC=1.[NH+]1C=CC=CC=1>>[Br:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[C:7](=[O:11])[N:6]([CH2:12][CH:13]([C:18](=[O:19])[CH3:23])[C:14]([O:16][CH3:17])=[O:15])[C:5]2=[O:24]Participants
3
Procedure
Methyl 2-(5-bromo-1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-3-oxo-butyrate was prepared (106 mg, 24%) in the same manner as described in the above example 6 (1) from methyl 3-(5-bromo-1,3-dioxo-1,3-dihydro-isoindol-2-yl)-2-(2-methyl-[1,3]dioxolan-2-yl)propionate (0.46 g, 1.14 mmol) and pyridinium p-toluenesulfonate (50 mg), and the obtained product was identified with the following NMR data.
Sources & evidence
- ORD record
- ord-ab63db83853d4ccb8d9d9614aaf7cc4f
- Source dataset
- uspto-grants-2006_08
- Patent number
- US07094908B2
Reaction notes
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