Water → HCID 59589820, compound

HRID 1971562Notes

Reaction equation

HRID 1971562 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4](Cl)[CH:3]=1.[CH2:9]([N:11]([CH2:15][CH3:16])[CH2:12][CH2:13][NH2:14])[CH3:10].O>C(OCC)(=O)C>[Br:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([NH:14][CH2:13][CH2:12][N:11]([CH2:15][CH3:16])[CH2:9][CH3:10])[CH:3]=1

Participants

5

Reactant 3

HCID 962WaterHCID 60993N,N-DiethylethylenediamineHCID 38477704-Bromo-2-chloropyridine

Product 1

HCID 59589820HCID 59589820, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

In a microwave vial, 4-Bromo-2-chloro-pyridine (0.3 g, 1.56 mmol) and N,N-diethylethylenediamine (0.9 g, 7.8 mmol) were heated under microwave irradiations (180° C., 30 min). Water and Ethyl acetate were then added and the layers separated. The aqueous layer was extracted with ethyl acetate and the organics combined, washed twice with brine, dried over magnesium sulphate and concentrated under reduced pressure. The crude was used without further purification. Yield: 0.31 g, 71%. LCMS method: 2, RT: 0.47 min; MI: 272-274 [M+1].

Workup

  1. customthe layers separated
  2. extractionThe aqueous layer was extracted with ethyl acetate
  3. washwashed twice with brine
  4. dry with materialdried over magnesium sulphate
  5. concentrationconcentrated under reduced pressure
  6. customThe crude was used without further purification

Sources & evidence

ORD record
ord-d8398d5cdf5344c29600aafbea3f60fb
Source dataset
uspto-grants-2013_04
Patent number
US08431596B2

Reaction notes

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