tert-Butyl 3-(azidomethyl)piperidine-1-carboxylate → 1-Boc-3-(aminomethyl)piperidine

HRID 1478590Notes

Reaction equation

HRID 1478590 reaction equation
[N:1]([CH2:4][CH:5]1[CH2:10][CH2:9][CH2:8][N:7]([C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])[CH2:6]1)=[N+]=[N-]>CO.[Pd]>[NH2:1][CH2:4][CH:5]1[CH2:10][CH2:9][CH2:8][N:7]([C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])[CH2:6]1

Participants

4

Reactant 1

HCID 22647380tert-Butyl 3-(azidomethyl)piperidine-1-carboxylate

Product 1

HCID 27564831-Boc-3-(aminomethyl)piperidine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

tert-butyl 3-(azidomethyl)piperidine-1-carboxylate (5.38 g, 22.40 mmol) was dissolved in MeOH (50 ml), and then Pd/C (5% mol) was added, followed by stirring under H2 (gas) for 9 hours. After the completion of the reaction, the reaction mixture was filtered through celite, followed by filtration and concentration under reduced pressure, and then the next reaction was advanced without purification.

Workup

  1. customAfter the completion of the reaction
  2. filtrationthe reaction mixture was filtered through celite
  3. filtrationfollowed by filtration and concentration under reduced pressure
  4. customthe next reaction
  5. customwas advanced without purification

Sources & evidence

ORD record
ord-92dac0a538ff42cc8eb0c3535a61d2b0
Source dataset
uspto-grants-2016_08
Patent number
US09403831B2

Reaction notes

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