Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) → HCID 21982264, compound

HRID 10881Notes

Reaction equation

HRID 10881 reaction equation
[F: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>>[F: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

Reactant 2

HCID 466102Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)HCID 21982231Methyl 3-(5-fluoro-1,3-dioxo-1,3-dihydro-isoindol-2-yl)-2-(2-methyl-[1,3]dioxolan-2-yl)propionate

Product 1

HCID 21982264HCID 21982264, compound

Procedure

Methyl 2-(5-fluoro-1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-3-oxo-butyrate was prepared (84 mg, 15%) in the same manner as described in the above example 6 (1) from methyl 3-(5-fluoro-1,3-dioxo-1,3-dihydro-isoindol-2-yl)-2-(2-methyl-[1,3]dioxolan-2-yl)propionate (0.63 g, 1.87 mmol) and pyridinium p-toluenesulfonate (51 mg), and the obtained product was identified with the following NMR data.

Sources & evidence

ORD record
ord-cb1e6c547fdd41eab3aaf147b5403fb4
Source dataset
uspto-grants-2006_08
Patent number
US07094908B2

Reaction notes

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