HCID 19611658, compound → HCID 19611661, compound

HRID 1602408Notes

Reaction equation

HRID 1602408 reaction equation
[Cl:1][C:2]1[C:10]2[O:9][CH:8]=[CH:7][C:6]=2[C:5]([CH2:11][CH2:12][CH2:13][N:14]2C(=O)C3[C:16](=CC=CC=3)[C:15]2=[O:24])=[CH:4][CH:3]=1>CN>[Cl:1][C:2]1[C:10]2[O:9][CH:8]=[CH:7][C:6]=2[C:5]([CH2:11][CH2:12][CH2:13][NH:14][C:15](=[O:24])[CH3:16])=[CH:4][CH:3]=1

Participants

3

Reactant 1

HCID 19611658HCID 19611658, compound

Product 1

HCID 19611661HCID 19611661, compoundYield 62.1%

Reagents, catalysts & solvents 1

HCID 6329MethylamineSolvent

Conditions

Temperature
0 °C

Procedure

A solution of 2-[3-(7-chloro-benzofuran-4-yl)-propyl]-isoindole-1,3-dione (0.5 g) in ethanolic methylamine (10 ml) was stirred at room temperature for 4 h. The solvent was evaporated and the residue suspended in dry THF (15 ml) and cooled to 0° C. Pyridine (0.27 ml) and acetic anhydride (0.2 ml) were added and the mixture allowed to warm to room temperature and stirred for 18 h. The solvent was evaporated and the residue purified by column chromatography, eluting with dichloromethane/methanol 100:1 gave the title compound as a colourless solid (230 mg) mp 61-62°

Workup

  1. customThe solvent was evaporated
  2. additionPyridine (0.27 ml) and acetic anhydride (0.2 ml) were added
  3. temperatureto warm to room temperature
  4. customThe solvent was evaporated
  5. customthe residue purified by column chromatography
  6. washeluting with dichloromethane/methanol 100:1

Sources & evidence

ORD record
ord-b1209e743a1641e19e4b342d19fc8ade
Source dataset
uspto-grants-1999_11
Patent number
US05981572

Reaction notes

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