Potassium Iodide → HCID 68842962, compound

HRID 1454860Notes

Reaction equation

HRID 1454860 reaction equation
Cl[CH2:2][C:3]1[N:8]=[C:7]([NH:9][C:10](=[O:15])[C:11]([CH3:14])([CH3:13])[CH3:12])[CH:6]=[CH:5][CH:4]=1.[CH3:16][NH:17][CH2:18][CH2:19][CH3:20].[I-].[K+]>CC(C)=O>[CH3:12][C:11]([CH3:14])([CH3:13])[C:10]([NH:9][C:7]1[CH:6]=[CH:5][CH:4]=[C:3]([CH2:2][N:17]([CH3:16])[CH2:18][CH2:19][CH3:20])[N:8]=1)=[O:15]

Participants

5

Reactant 3

HCID 4875Potassium IodideHCID 12315N-MethylpropylamineHCID 68845579N-(6-chloromethyl-pyridin-2-yl)-2,2-dimethyl-propionamide

Product 1

HCID 68842962HCID 68842962, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

N-(6-chloromethyl-pyridin-2-yl)-2,2-dimethyl-propionamide (0.66 g), methyl-propylamine (0.33 mL), KHCO3 (0.32 g) and a catalytic amount of potassium iodide in acetone (10 mL) were heated to reflux for 6 h. The-reaction mixture was cooled to RT and partitioned between water and AcOEt, the layers were separated, the organic layer dried over MgSO4, filtered and evaporated to give 2,2-dimethyl-N-{6-[(methyl-propyl-amino)-methyl)-pyridin-2-yl}-propionamide (0.75 g) as a brown oil. MS (ESI): 264.3 (MH+).

Workup

  1. temperatureto reflux for 6 h
  2. customThe-reaction mixture
  3. custompartitioned between water and AcOEt
  4. customthe layers were separated
  5. dry with materialthe organic layer dried over MgSO4
  6. filtrationfiltered
  7. customevaporated

Sources & evidence

ORD record
ord-1bcaeca463314beca39173ce46637f09
Source dataset
uspto-grants-2009_01
Patent number
US07482341B2

Reaction notes

Loading…