Dimethylcarbamoyl Chloride → HCID 53256180, compound

HRID 1398079Notes

Reaction equation

HRID 1398079 reaction equation
[NH:1]1[CH2:6][CH2:5][CH:4]([NH:7][C:8](=[O:14])[O:9][C:10]([CH3:13])([CH3:12])[CH3:11])[CH2:3][CH2:2]1.C(N(CC)CC)C.[CH3:22][N:23]([CH3:27])[C:24](Cl)=[O:25].C(OCC)(=O)C>ClCCl>[CH3:22][N:23]([CH3:27])[C:24]([N:1]1[CH2:2][CH2:3][CH:4]([NH:7][C:8](=[O:14])[O:9][C:10]([CH3:11])([CH3:13])[CH3:12])[CH2:5][CH2:6]1)=[O:25]

Participants

6

Reactant 4

HCID 6598Dimethylcarbamoyl ChlorideHCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 7238334-(N-Boc-amino)piperidine

Product 1

HCID 53256180HCID 53256180, compoundYield 94%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 500 mg (2.50 mmol) of tert-butyl 4-piperidinylcarbamate in 20 mL of dichloromethane was added 522 μL (3.74 mmol) of triethylamine and 276 μL (3.00 mmol) of dimethylaminocarbonyl chloride and the mixture was stirred for 2 hours at room temperature. Then, the mixture was treated with ethyl acetate and the organic layer was washed with water and saturated saline solution, and then, dried over with anhydrous sodium sulfate. The solvent was removed under reduced pressure to give 636 mg (94%) of the title compound.

Workup

  1. washthe organic layer was washed with water and saturated saline solution
  2. dry with materialdried over with anhydrous sodium sulfate
  3. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-7a1fb9951f5b4684a5344cda721a3a14
Source dataset
uspto-grants-2014_12
Patent number
US08901315B2

Reaction notes

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