2,5-Dimethoxytetrahydrofuran → HCID 19030902, compound

HRID 266829Notes

Reaction equation

HRID 266829 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][CH2:5][O:6][C:7]1[CH:31]=[CH:30][C:10]([C:11]([N:13]2[CH2:18][CH2:17][CH:16]([N:19]3[C:29]4[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=4)[CH2:23][CH2:22][C:20]3=[O:21])[CH2:15][CH2:14]2)=[O:12])=[CH:9][CH:8]=1.CO[CH:34]1[CH2:38][CH2:37][CH:36](OC)O1>C(O)(=O)C>[N:1]1([CH2:2][CH2:3][CH2:4][CH2:5][O:6][C:7]2[CH:8]=[CH:9][C:10]([C:11]([N:13]3[CH2:18][CH2:17][CH:16]([N:19]4[C:29]5[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=5)[CH2:23][CH2:22][C:20]4=[O:21])[CH2:15][CH2:14]3)=[O:12])=[CH:30][CH:31]=2)[CH:34]=[CH:38][CH:37]=[CH:36]1

Participants

4

Reactant 2

HCID 790982,5-DimethoxytetrahydrofuranHCID 14969545HCID 14969545, compound

Product 1

HCID 19030902HCID 19030902, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 1-{1-[4-(4-aminobutoxy)benzoyl]-4-piperidinyl}-3,4-dihydrocarbostyril (0.50 g), acetic acid (10 ml) and 2,5-dimethoxytetrahydrofuran (0.17 ml) is refluxed with stirring under heating for 1 hour. The reaction solution is concentrated under reduced pressure and the resulting residue is purified by silica gel column chromatography (solvent: dichloromethane:methanol=100:1) to give 1-[1-{4-[4-(1-pyrrolyl)butoxy]benzoyl}-4-piperidinyl]-3,4-dihydrocarbostyril (0.30 g).

Workup

  1. temperatureis refluxed
  2. temperatureunder heating for 1 hour
  3. concentrationThe reaction solution is concentrated under reduced pressure
  4. customthe resulting residue is purified by silica gel column chromatography (solvent: dichloromethane:methanol=100:1)

Sources & evidence

ORD record
ord-5e572910dcb24bf091f960330638ad3e
Source dataset
uspto-grants-1997_07
Patent number
US05652247

Reaction notes

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