Indole → 3-(1H-Indol-3-yl)-2-methyl-2,3-dihydro-isoindol-1-one

HRID 1453693Notes

Reaction equation

HRID 1453693 reaction equation
O[CH:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4](=[O:11])[N:3]1[CH3:12].[NH:13]1[C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[CH:15]=[CH:14]1>>[NH:13]1[C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[C:15]([CH:2]2[C:10]3[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=3)[C:4](=[O:11])[N:3]2[CH3:12])=[CH:14]1

Participants

3

Reactant 2

HCID 798IndoleHCID 27525883-hydroxy-2-methyl-2,3-dihydro-1H-isoindol-1-one

Product 1

HCID 533485243-(1H-Indol-3-yl)-2-methyl-2,3-dihydro-isoindol-1-one

Procedure

The product from example 20, step a) (650 mg, 3.98 mmol) and indole (780 mg, 6.67 mmol) were heated (neat) to 180° C. for 30 minutes. The reaction was cooled to rt and the product was recrystallized from ethanol/water to give 452 mg of the sub-title compound as a tan solid.

Workup

  1. customthe product was recrystallized from ethanol/water

Sources & evidence

ORD record
ord-571381b52c034151af58cc46b10869b1
Source dataset
uspto-grants-2009_01
Patent number
US07476667B2

Reaction notes

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