Acetyl chloride → HCID 66799076, compound

HRID 1193303Notes

Reaction equation

HRID 1193303 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([N:7]2[CH2:12][CH2:11][CH:10]([CH2:13][NH:14]C(=O)OC(C)(C)C)[CH2:9][CH2:8]2)=[CH:3][CH:2]=1.C([Cl:25])(=O)C>CO>[ClH:25].[ClH:25].[N:1]1[CH:6]=[CH:5][C:4]([N:7]2[CH2:8][CH2:9][CH:10]([CH2:13][NH2:14])[CH2:11][CH2:12]2)=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 6367Acetyl chlorideHCID 20801237tert-Butyl (1-(pyridin-4-yl)piperidin-4-yl)methylcarbamate

Product 1

HCID 66799076HCID 66799076, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

tert-Butyl (1-(pyridin-4-yl)piperidin-4-yl)methylcarbamate (7 g, 24.4 mmol) was dissolved in methanol and cooled in an ice bath; acetyl chloride (8.6 ml, 121.8 mmol) was added and stirring was carried out for 3 h at room temperature. The solvent was removed under reduced pressure and the residue was taken up in water/dichloromethane. The phases were separated, and the aqueous phase was washed with dichloromethane (2×) and dried by freeze drying. Yield: quantitative

Workup

  1. temperaturecooled in an ice bath
  2. customThe solvent was removed under reduced pressure
  3. customThe phases were separated
  4. washthe aqueous phase was washed with dichloromethane (2×)
  5. customdried by freeze
  6. customdrying

Sources & evidence

ORD record
ord-7c845250e0e041b9b745e51f90fb54fd
Source dataset
uspto-grants-2014_03
Patent number
US08680159B2

Reaction notes

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