HCID 69019899, compound → 4-(Boc-aMino)-3,3-diMethylpiperidine

HRID 1865255Notes

Reaction equation

HRID 1865255 reaction equation
C(OC([N:11]1[CH2:16][CH2:15][CH:14]([NH:17][C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])[C:13]([CH3:26])([CH3:25])[CH2:12]1)=O)C1C=CC=CC=1.[H][H]>CO.[Pd]>[C:21]([O:20][C:18]([NH:17][CH:14]1[CH2:15][CH2:16][NH:11][CH2:12][C:13]1([CH3:26])[CH3:25])=[O:19])([CH3:24])([CH3:22])[CH3:23]

Participants

5

Reactant 2

HCID 69019899HCID 69019899, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 101713904-(Boc-aMino)-3,3-diMethylpiperidineYield 99.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

(+)-1-Benzyloxycarbonyl-4-t-butyloxycarbonylamino-3,3-dimethylpiperidine (75 g, 0.207 mol) was dissolved in 500 ml methanol and the solution was transferred to a Parr reactor. Wet 10% palladium on carbon (7.5 g) was added to the solution and was stirred at 200 psi hydrogen pressure. Reaction progress was monitored on TLC and reaction was completed in 3-4 hrs. The reaction mixture was filtered as soon as it was completed. The residue was washed with 100 ml methanol. Filtrate was evaporated to dryness to afford the required product (47 g) in quantitative yield.

Workup

  1. customReaction progress
  2. customwas monitored on TLC and reaction
  3. filtrationThe reaction mixture was filtered as soon as it
  4. washThe residue was washed with 100 ml methanol
  5. customFiltrate was evaporated to dryness

Sources & evidence

ORD record
ord-b1ab4e6aa4d64dbcb18792e9e054e448
Source dataset
uspto-grants-2009_12
Patent number
US07626032B2

Reaction notes

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