Hydrochloride methanol → 2-[2-(4-Dipropylamino-butyl)-1-methoxy-indan-5-ylmethyl]-isoindole-1,3-dione

HRID 348766Notes

Reaction equation

HRID 348766 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:28])[C:26]4[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=4)[C:20]3=[O:29])[CH:15]=2)[CH:10]1[O:30][CH2:31]OC)[CH2:2][CH3:3].Cl.CO>CO>[CH2:34]([N:4]([CH2:1][CH2:2][CH3:3])[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:20](=[O:29])[C:21]4[C:26](=[CH:25][CH:24]=[CH:23][CH:22]=4)[C:27]3=[O:28])[CH:15]=2)[CH:10]1[O:30][CH3:31])[CH2:35][CH3:36]

Participants

4

Reactant 2

HCID 21893726Hydrochloride methanolHCID 231555482-[2-(4-Dipropylaminobutyl)-1-methoxymethoxy-indan-5-ylmethyl]-isoindole-1,3-dione

Product 1

HCID 669416822-[2-(4-Dipropylamino-butyl)-1-methoxy-indan-5-ylmethyl]-isoindole-1,3-dioneYield 40.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The compound (253.9 mg) obtained in Example 127-11 was dissolved in methanol (10.2 ml), added with a 10% hydrogen chloride/methanol solution (5.08 ml), and stirred for 16 hours at room temperature. Then, the reaction solution was concentrated under reduced pressure and dried under vacuum. The residue was purified through silica gel column chromatography (hexane/ethyl acetate), thereby obtaining the subject compound (95.7 mg) as a yellow oily substance.

Workup

  1. concentrationThen, the reaction solution was concentrated under reduced pressure
  2. customdried under vacuum
  3. customThe residue was purified through silica gel column chromatography (hexane/ethyl acetate)

Sources & evidence

ORD record
ord-5679fa54dd1445a4af5d6ac8ad5c03a1
Source dataset
uspto-grants-2007_02
Patent number
US07176227B2

Reaction notes

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