2-(Diisopropylamino)ethyl chloride → 4-Diisopropylamino 2-(2-pyridyl)butyronitrile

HRID 1719676Notes

Reaction equation

HRID 1719676 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH2:7][C:8]#[N:9].Cl[CH2:11][CH2:12][N:13]([CH:17]([CH3:19])[CH3:18])[CH:14]([CH3:16])[CH3:15].[OH-].[Na+]>[Cl-].C([N+](C)(C)C)C1C=CC=CC=1.O>[CH:14]([N:13]([CH:17]([CH3:19])[CH3:18])[CH2:12][CH2:11][CH:7]([C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][N:1]=1)[C:8]#[N:9])([CH3:16])[CH3:15]

Participants

6

Reactant 3

HCID 73122-(Diisopropylamino)ethyl chlorideHCID 14798Sodium HydroxideHCID 75959Pyridine-2-acetonitrile

Product 1

HCID 133196744-Diisopropylamino 2-(2-pyridyl)butyronitrile

Reagents, catalysts & solvents 2

HCID 5963Benzyltrimethylammonium chlorideCatalystHCID 962WaterSolvent

Conditions

Temperature
35 °C

Procedure

8 g of 2-pyridyl acetonitrile, 8.8 g of 1-chloro 2-diisopropylamino ethane and 0.27 g of benzyltrimethylammonium chloride are mixed, then, maintaining the temperature below 35° C., 35 ml of 50% sodium hydroxide solution are added. The mixture is heated to 35° C. for 5 hours. After cooling, it is diluted with water and extracted with ether. The organic phase is separated and dried over sodium sulfate, then the solvent is evaporated to dryness.

Workup

  1. additionare added
  2. temperatureAfter cooling
  3. extractionextracted with ether
  4. customThe organic phase is separated
  5. dry with materialdried over sodium sulfate
  6. customthe solvent is evaporated to dryness

Sources & evidence

ORD record
ord-1a2d2735dbf04a278e2ad804d8cd1815
Source dataset
uspto-grants-1985_09
Patent number
US04542134

Reaction notes

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