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

HRID 1174022Notes

Reaction equation

HRID 1174022 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-1e78265924b3400ab894279a0c53e0c1
Source dataset
uspto-grants-2010_11
Patent number
US07833991B2

Reaction notes

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