HCID 76687305, compound → 1-Boc-3-fluoro-4-aminopiperidine

HRID 588480Notes

Reaction equation

HRID 588480 reaction equation
[N:1]([CH:4]1[CH2:9][CH2:8][N:7]([C:10]([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:11])[CH2:6][CH:5]1[F:17])=[N+]=[N-]>CCO.[Pd]>[C:13]([O:12][C:10]([N:7]1[CH2:8][CH2:9][CH:4]([NH2:1])[CH:5]([F:17])[CH2:6]1)=[O:11])([CH3:16])([CH3:14])[CH3:15]

Participants

4

Reactant 1

HCID 76687305HCID 76687305, compound

Product 1

HCID 219489521-Boc-3-fluoro-4-aminopiperidine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

Pd/C 10% (12 g) was added to a solution of tert-butyl 4-azido-3-fluoropiperidine-1-carboxylate, 2.6 (62 g, 0.254 mol) in EtOH (600 mL). The reaction was stirred under a hydrogen atmosphere (balloon pressure) for 48 hours. The mixture was filtered through celite-bed and concentrated under reduced pressure to obtain the title compound tert-butyl4-amino-3-fluoropiperidine-1-carboxylate, 2.7 (42 g, 75% yield). LCMS: m/z 218.8 (M+1).

Workup

  1. filtrationThe mixture was filtered through celite-bed and
  2. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-dcb6ed88fd614b90b6e8698e76780295
Source dataset
uspto-grants-2016_01
Patent number
US09227969B2

Reaction notes

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