Dimethylcarbamoyl Chloride → HCID 53256180, compound

HRID 2079594Notes

Reaction equation

HRID 2079594 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-piperidinyl-carbamate 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-a1c73157e765431781935c8c1cccc64a
Source dataset
uspto-grants-2011_04
Patent number
US07932250B2

Reaction notes

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