2-(Diisopropylamino)ethyl chloride → HCID 9892240, compound

HRID 325149Notes

Reaction equation

HRID 325149 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[O:10][C:11]3[CH:26]=[C:25]([O:27][CH3:28])[CH:24]=[CH:23][C:12]=3[C:13]=2[C:14](=[O:22])[C:15]2[CH:20]=[CH:19][C:18]([OH:21])=[CH:17][CH:16]=2)=[CH:5][CH:4]=1.[CH:29]([N:32]([CH2:36][CH2:37]Cl)[CH:33]([CH3:35])[CH3:34])([CH3:31])[CH3:30].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[O:10][C:11]3[CH:26]=[C:25]([O:27][CH3:28])[CH:24]=[CH:23][C:12]=3[C:13]=2[C:14](=[O:22])[C:15]2[CH:20]=[CH:19][C:18]([O:21][CH2:37][CH2:36][N:32]([CH:33]([CH3:35])[CH3:34])[CH:29]([CH3:31])[CH3:30])=[CH:17][CH:16]=2)=[CH:5][CH:4]=1

Participants

5

Reactant 3

HCID 73122-(Diisopropylamino)ethyl chlorideHCID 11430Potassium CarbonateHCID 10044927HCID 10044927, compound

Product 1

HCID 9892240HCID 9892240, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
100 °C

Procedure

The title compound was prepared by reacting the compound of Preparation 4a supra, 2-(4-methoxyphenyl)-3-(4-hydroxybenzoyl)-6-methoxybenzofuran (10 g, 26.7 mmol) which is dissolved in 200 ml of N,N-dimethylformamide with 2-(N,N-diisopropylamino)ethyl chloride (6.4 g, 32 mmol) and potassium carbonate (11.06 g, 80.2 mmol). The mixture was heated to 100° C. and was maintained at that temperature for about two hours. The reaction mixture was then cooled to room temperature and maintained at this temperature overnight while stirring.

Workup

  1. temperaturewas maintained at that temperature for about two hours
  2. temperatureThe reaction mixture was then cooled to room temperature
  3. temperaturemaintained at this temperature overnight

Sources & evidence

ORD record
ord-49c6368ea2f7458794f143a0f641742d
Source dataset
uspto-grants-2001_04
Patent number
US06221838B1

Reaction notes

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