Sodium Iodide → HCID 53648895, compound

HRID 1656345Notes

Reaction equation

HRID 1656345 reaction equation
[NH:1]1[CH2:6][CH2:5][CH2:4][CH:3]([CH2:7][NH:8][C:9](=[O:15])[O:10][C:11]([CH3:14])([CH3:13])[CH3:12])[CH2:2]1.Cl[C:17]1[N:22]=[C:21]([C:23]([NH2:25])=[O:24])[CH:20]=[CH:19][N:18]=1.C(=O)([O-])[O-].[K+].[K+].[I-].[Na+]>O.CN(C)C=O>[NH2:25][C:23]([C:21]1[CH:20]=[CH:19][N:18]=[C:17]([N:1]2[CH2:6][CH2:5][CH2:4][CH:3]([CH2:7][NH:8][C:9](=[O:15])[O:10][C:11]([CH3:12])([CH3:14])[CH3:13])[CH2:2]2)[N:22]=1)=[O:24]

Participants

7

Reactant 4

HCID 5238Sodium IodideHCID 11430Potassium CarbonateHCID 2470282-Chloropyrimidine-4-carboxamideHCID 2756030tert-butyl N-[(piperidin-3-yl)methyl]carbamate

Product 1

HCID 53648895HCID 53648895, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

10 g (0.0467 mol) of 1,1-dimethylethyl [(piperidin-3-yl)methyl]carbamate, 7.5 g (0.0476 mol) of 2-chloropyrimidine-4-carboxamide, 9.7 g (0.07 mol) of potassium carbonate, 0.3 g of sodium iodide and 230 ml of N,N-dimethylformamide are introduced into a 1 liter, three-necked round bottom flask. The mixture is stirred for 24 hours at room temperature, under argon atmosphere, and is then poured into 500 ml of water. The mixture is extracted with dichloromethane, the organic phase is washed with water, dried over magnesium sulphate, filtered and the solvent evaporated under reduced pressure. The crude crystalline product is taken up with petroleum ether and 15 g of white solid are obtained.

Workup

  1. extractionThe mixture is extracted with dichloromethane
  2. washthe organic phase is washed with water
  3. dry with materialdried over magnesium sulphate
  4. filtrationfiltered
  5. customthe solvent evaporated under reduced pressure
  6. customare obtained

Sources & evidence

ORD record
ord-5be25a12db234ece927010968f138161
Source dataset
uspto-grants-1993_10
Patent number
US05254560

Reaction notes

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