Sodium Chloride → HCID 67046038, compound

HRID 1896180Notes

Reaction equation

HRID 1896180 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-b4169e0daab445a99205358a57e10871
Source dataset
uspto-grants-2013_08
Patent number
US08518947B2

Reaction notes

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