2-[2-(4-Dipropylaminobutyl)-1-methoxymethoxy-indan-5-ylmethyl]-isoindole-1,3-dione → 2-[2-(4-dipropylamino-butyl)-3H-inden-5-ylmethyl]-isoindol
Reaction equation
[CH2:1]([N:4]([CH2:34][CH2:35][CH3:36])[CH2:5][CH2:6][CH2:7][CH2:8][CH:9]1[CH2:17][C:16]2[C:11](=[CH:12][CH:13]=[C:14]([CH2:18][N:19]3[C:27](=O)[C:26]4[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=4)[C:20]3=O)[CH:15]=2)[CH:10]1OCOC)[CH2:2][CH3:3]>O1CCOCC1>[CH2:34]([N:4]([CH2:1][CH2:2][CH3:3])[CH2:5][CH2:6][CH2:7][CH2:8][C:9]1[CH2:17][C:16]2[C:11](=[CH:12][CH:13]=[C:14]([CH2:18][N:19]3[CH:27]=[C:26]4[C:21]([CH:22]=[CH:23][CH:24]=[CH:25]4)=[CH:20]3)[CH:15]=2)[CH:10]=1)[CH2:35][CH3:36]Participants
3
Procedure
The compound (113.0 mg) obtained in Example 11-11 was dissolved in dioxane (2.2 ml) and the whole was stirred at room temperature for 24 hours. The reaction solution was concentrated under reduced pressure. The residue was dissolved in chloroform and washed with a saturated aqueous sodium hydrogen carbonate solution and then with a saturated saline solution. The resultant was dried with anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified through silica gel column chromatography (chloroform/methanol), thereby obtaining the subject compound (98.8 mg) as a yellow oily substance.
Workup
- concentrationThe reaction solution was concentrated under reduced pressure
- dissolutionThe residue was dissolved in chloroform
- washwashed with a saturated aqueous sodium hydrogen carbonate solution
- dry with materialThe resultant was dried with anhydrous sodium sulfate
- concentrationconcentrated under reduced pressure
- customThe residue was purified through silica gel column chromatography (chloroform/methanol)
Sources & evidence
- ORD record
- ord-f679ddba13f148f0859a4e35168388f2
- Source dataset
- uspto-grants-2011_04
- Patent number
- US07932281B2
Reaction notes
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