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

HRID 1063313Notes

Reaction equation

HRID 1063313 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. Fitrate 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. customFitrate was evaporated to dryness

Sources & evidence

ORD record
ord-a9c3206955a140a8a80d81f5c9e03d5a
Source dataset
uspto-grants-2005_11
Patent number
US06964966B2

Reaction notes

Loading…