Triethylamine → HCID 19826117, compound

HRID 583358Notes

Reaction equation

HRID 583358 reaction equation
[CH2:1]([NH:3][CH2:4][C:5]1[CH:10]=[CH:9][N:8]=[CH:7][CH:6]=1)[CH3:2].C(N(CC)CC)C.[C:18](Cl)(=[O:21])[CH:19]=[CH2:20]>>[CH2:1]([N:3]([CH2:4][C:5]1[CH:10]=[CH:9][N:8]=[CH:7][CH:6]=1)[C:18](=[O:21])[CH:19]=[CH2:20])[CH3:2]

Participants

4

Reactant 3

HCID 8471TriethylamineHCID 13140Acryloyl chlorideHCID 96681N-Ethylpyridine-4-methylamine

Product 1

HCID 19826117HCID 19826117, compoundYield 68.4%

Procedure

To a 0° C. solution of 0.835 ml (6.0 mmol) of 4-(ethylaminomethyl) pyridine and 1.05 ml (7.5 mmol) of triethylamine in 10 ml dichloomethane, was dropwise added 0.406 ml (5.0 mmol) of acryloyl chloride. The reaction mixture was warmed to room temperature and stilred for 18 hr. The resulting nmxture was washed with water and brne, dried over MgSO4, filtered and concentrated in vacuo. The residue was chromatographed on silica gel with 3% MeOH/CH2Cl2 as the eluant to provide 651 mg (68%) of the desired product as a yellow gum. Electrospray Mass Spec 191(M+H).

Workup

  1. customTo a 0° C.
  2. washThe resulting nmxture was washed with water and brne
  3. dry with materialdried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo
  6. customThe residue was chromatographed on silica gel with 3% MeOH/CH2Cl2 as the eluant

Sources & evidence

ORD record
ord-b9aa764d069a4be2aed42a96c1eef3ab
Source dataset
uspto-grants-1999_07
Patent number
US05929097

Reaction notes

Loading…