N,N'-Dimethylethylenediamine → HCID 22418741, compound

HRID 500246Notes

Reaction equation

HRID 500246 reaction equation
F[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][N:3]=1.[CH3:8][NH:9][CH2:10][CH2:11][NH:12][CH3:13].C(=O)([O-])[O-].[Na+].[Na+]>O1CCOCC1>[CH3:8][N:9]([C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][N:3]=1)[CH2:10][CH2:11][NH:12][CH3:13]

Participants

5

Reactant 3

HCID 8070N,N'-DimethylethylenediamineHCID 97462-FluoropyridineHCID 10340Sodium Carbonate

Product 1

HCID 22418741HCID 22418741, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A mixture of 2-fluoropyridine (0.485 g, 5 mmol), N,N′-dimethyl-1,2-ethanediamine (1.32 g, 15 mmol) and sodium carbonate (1.59 g, 15 mmol) in 1,4-dioxane (5 mL) was heated under reflux overnight. The mixture was filtered and the filtrate was concentrated. The residue was co-evaporated with 1,4-dioxane (×2), and then dried to give the desired product (810 mg, 98%).

Workup

  1. temperaturewas heated
  2. temperatureunder reflux overnight
  3. filtrationThe mixture was filtered
  4. concentrationthe filtrate was concentrated
  5. customdried

Sources & evidence

ORD record
ord-4159cb9df20f4f8d8ec45f4209ad888d
Source dataset
uspto-grants-2010_08
Patent number
US07767675B2

Reaction notes

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