HCID 51354610, compound → HCID 51354611, compound

HRID 2367646Notes

Reaction equation

HRID 2367646 reaction equation
[CH3:1][N:2]([C@@H:10]1[CH2:15][C@@H:14]([CH3:16])[CH2:13][N:12](CC2C=CC=CC=2)[CH2:11]1)[C:3](=[O:9])[O:4][C:5]([CH3:8])([CH3:7])[CH3:6]>C(O)C.[Pd]>[CH3:1][N:2]([C@@H:10]1[CH2:15][C@@H:14]([CH3:16])[CH2:13][NH:12][CH2:11]1)[C:3](=[O:9])[O:4][C:5]([CH3:8])([CH3:6])[CH3:7]

Participants

4

Reactant 1

HCID 51354610HCID 51354610, compound

Product 1

HCID 51354611HCID 51354611, compoundYield 87%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

Into a Parr shaker jar was added Pd/C Deguessa type (0.922 g, 0.433 mmol) followed by a solution of 1,1-dimethylethyl methyl[(3R,5R)-5-methyl-1-(phenylmethyl)-3-piperidinyl]carbamate (1.38 g, 4.33 mmol) in Ethanol (20 mL). The Parr shaker jar was then placed on to the Parr Shaker machine and flushed the jar with N2 then pressurized the jar with hydrogen to 30 psi. The reaction was let shake at room temperature overnight. The reaction was filtered and concentrated to isolate 860 mg of crude product as a clear oil, which was used without purification. LC-MS (ES) m/z=229 [M+H]+.

Workup

  1. customflushed the jar with N2
  2. customat room temperature
  3. customovernight
  4. filtrationThe reaction was filtered
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-b09599f3ddd4438db39593c4feea8fee
Source dataset
uspto-grants-2014_04
Patent number
US08697685B2

Reaction notes

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