Sodium Chloride → HCID 67046038, compound

HRID 1400100Notes

Reaction equation

HRID 1400100 reaction equation
Cl[C:2]1[CH:7]=[CH:6][C:5]([C:8]([F:11])([F:10])[F:9])=[CH:4][N:3]=1.[CH3:12][C@H:13]1[CH2:18][NH:17][CH2:16][C@@H:15]([CH3:19])[NH:14]1.C(=O)([O-])[O-].[K+].[K+].[Na+].[I-].[Cl-].[Na+]>CN(C=O)C>[CH3:12][C@H:13]1[NH:14][C@@H:15]([CH3:19])[CH2:16][N:17]([C:2]2[CH:7]=[CH:6][C:5]([C:8]([F:11])([F:10])[F:9])=[CH:4][N:3]=2)[CH2:18]1

Participants

7

Reactant 5

HCID 5234Sodium ChlorideHCID 5238Sodium IodideHCID 11430Potassium CarbonateHCID 923422-Chloro-5-(trifluoromethyl)pyridineHCID 6950261rel-(2R,6S)-2,6-dimethylpiperazine

Product 1

HCID 67046038HCID 67046038, compoundYield 96.9%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

0.8 g of 2-chloro-5-(trifluoromethyl)pyridine (compound of formula (VII)), 0.5 g of cis-2,6-dimethylpiperazine (compound of formula (VI)), 0.67 g of potassium carbonate and 0.3 g of NaI are placed in 8 ml of DMF. The reaction is performed in a CEMdiscover microwave initiator for 30 minutes at 160° C. The mixture is then poured into saturated aqueous sodium chloride solution and extracted with ethyl acetate. The organic phase is dried over Na2SO4, filtered and evaporated under vacuum. 1.1 g of an oily material corresponding to the title product are isolated.

Workup

  1. extractionextracted with ethyl acetate
  2. dry with materialThe organic phase is dried over Na2SO4
  3. filtrationfiltered
  4. customevaporated under vacuum

Sources & evidence

ORD record
ord-969d881544144c2c9be60df3b3510785
Source dataset
uspto-grants-2014_12
Patent number
US08906924B2

Reaction notes

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