Sodium Chloride → HCID 58117567, compound

HRID 405926Notes

Reaction equation

HRID 405926 reaction equation
[CH2:1]([N:8]([CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[C@@H:9]1[CH2:14][NH:13][C:12](=[O:15])[CH2:11][CH2:10]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H-].[Na+].I[CH2:26][CH2:27][CH3:28].[Na+].[Cl-]>CN(C)C=O>[CH2:16]([N:8]([CH2:1][C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1)[C@@H:9]1[CH2:14][N:13]([CH2:26][CH2:27][CH3:28])[C:12](=[O:15])[CH2:11][CH2:10]1)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

Participants

6

Reactant 4

HCID 5234Sodium ChlorideHCID 24758Sodium hydrideHCID 336431-IodopropaneHCID 10780155(S)-5-dibenzylaminopiperidin-2-one

Product 1

HCID 58117567HCID 58117567, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

0.51 g (S)-5-dibenzylaminopiperidin-2-one (see 5.1) are placed in 5 ml dimethylformamide. While cooling with the ice bath 120 mg sodium hydride (60% in mineral oil) are added. The reaction mixture is then stirred for 30 minutes at ambient temperature. While cooling with the ice bath 0.289 ml 1-iodopropane are added. The reaction mixture is then stirred overnight at ambient temperature, then combined with a saturated NaCl solution. The product is extracted with ethyl acetate. 0.569 g product are obtained as an oil.

Workup

  1. additionare added
  2. additionare added
  3. stirringThe reaction mixture is then stirred overnight at ambient temperature
  4. extractionThe product is extracted with ethyl acetate

Sources & evidence

ORD record
ord-e6ade927a4a4499aafee542db95a907f
Source dataset
uspto-grants-2014_06
Patent number
US08754073B2

Reaction notes

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