Diisopropylethylamine → HCID 66807076, compound

HRID 594935Notes

Reaction equation

HRID 594935 reaction equation
[NH2:1][C@@H:2]1[CH2:7][CH2:6][CH2:5][N:4]([C:8]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9])[CH2:3]1.CCN(C(C)C)C(C)C.Cl[C:25]([O:27][C:28]([CH3:30])=[CH2:29])=[O:26].C(=O)(O)[O-].[Na+]>C(Cl)Cl>[CH2:29]=[C:28]([O:27][C:25]([NH:1][C@@H:2]1[CH2:7][CH2:6][CH2:5][N:4]([C:8]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9])[CH2:3]1)=[O:26])[CH3:30]

Participants

6

Reactant 4

HCID 81531DiisopropylethylamineHCID 93846Isopropenyl chloroformateHCID 516892Sodium BicarbonateHCID 1501974tert-butyl (3R)-3-aminopiperidine-1-carboxylate

Product 1

HCID 66807076HCID 66807076, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of (R)-tert-butyl 3-aminopiperidine-1-carboxylate (1 g, 5 mmol) and DIEA (1.76 ml) in DCM (10 ml) at 0° C. was added isopropenyl chloroformate dropwise. After the addition, the reaction mixture was allowed to warm up to room temperature and was stirred for 30 minutes. Saturated sodium bicarbonate solution (10 ml) was added and the organic layer was collected, washed with water and dried over sodium sulfate. After removal of solvent, the crude product (1.8 g) was used directly for the next step reaction.

Workup

  1. additionAfter the addition
  2. customthe organic layer was collected
  3. washwashed with water
  4. dry with materialdried over sodium sulfate
  5. customAfter removal of solvent
  6. customthe crude product (1.8 g) was used directly for the next step reaction

Sources & evidence

ORD record
ord-a28dbfbbbfcb40e3869c85a6096590ae
Source dataset
uspto-grants-2016_01
Patent number
US09242981B2

Reaction notes

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