tert-Butyl [2-(pyridin-2-yl)ethyl]carbamate → 2-(Boc-2-aminoethyl)piperidine

HRID 1828041Notes

Reaction equation

HRID 1828041 reaction equation
[C:1]([O:5][C:6]([NH:8][CH2:9][CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][N:12]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2]>CC(O)=O.O=[Pt]=O>[C:1]([O:5][C:6]([NH:8][CH2:9][CH2:10][CH:11]1[CH2:16][CH2:15][CH2:14][CH2:13][NH:12]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 1

HCID 22027815tert-Butyl [2-(pyridin-2-yl)ethyl]carbamate

Product 1

HCID 50012262-(Boc-2-aminoethyl)piperidine

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 176Acetic AcidSolvent

Procedure

The product from step A was mixed with PtO2 (640 mg) in HOAc (30 mL) and hydrogenation was carried out at 58 psi on a Parr apparatus for overnight. Catalyst was removed and solvent was evaporated under reduced pressure to give N-t-butoxycarbonyl 2-(piperidin-2-yl) ethylamine as a black liquid.

Workup

  1. customCatalyst was removed
  2. customsolvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-635313394ca24fa39a96735fe4b012e3
Source dataset
uspto-grants-2006_06
Patent number
US07056937B2

Reaction notes

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