Triethylamine → HCID 49849017, compound

HRID 1404431Notes

Reaction equation

HRID 1404431 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([CH:7]2[O:12][CH2:11][CH2:10][NH:9][CH2:8]2)=[CH:3][CH:2]=1.[C:13](Cl)(=[O:17])[CH2:14][CH2:15][CH3:16].C(N(CC)CC)C>ClCCl>[N:1]1[CH:6]=[CH:5][C:4]([CH:7]2[CH2:8][N:9]([C:13](=[O:17])[CH2:14][CH2:15][CH3:16])[CH2:10][CH2:11][O:12]2)=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 8855Butyryl chlorideHCID 217504972-(Pyridin-4-yl)morpholine

Product 1

HCID 49849017HCID 49849017, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 2-(pyridin-4-yl)morpholine in dry dichloromethane are added 1.5 eq butanoyl chloride and 2.5 eq triethylamine. After stirring for 6 hours at room temperature the solvent is removed in vacuo and the residue redisolved in ethyl acetate. The organic solution is subsequently washed with 1 M KHSO4, 5% NaHCO3 and brine. After drying over Na2SO4, ethyl acetate is removed in vacuo and the crude 1-(2-(pyridin-4-yl)morpholino)butan-1-one is purified by column chromatography.

Workup

  1. customis removed in vacuo
  2. washThe organic solution is subsequently washed with 1 M KHSO4, 5% NaHCO3 and brine
  3. dry with materialAfter drying over Na2SO4, ethyl acetate
  4. customis removed in vacuo
  5. customthe crude 1-(2-(pyridin-4-yl)morpholino)butan-1-one is purified by column chromatography

Sources & evidence

ORD record
ord-6f528dd433554e33b3a913d6152c49ea
Source dataset
uspto-grants-2014_12
Patent number
US08912329B2

Reaction notes

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