(2S)-2-Ethyl-4-(phenylmethyl)-1-piperazinecarboxylic acid, 1,1-dimethylethyl ester → (S)-2-Ethylpiperazine, N1-BOC protected

HRID 38277Notes

Reaction equation

HRID 38277 reaction equation
[CH2:1]([C@H:3]1[CH2:8][N:7](CC2C=CC=CC=2)[CH2:6][CH2:5][N:4]1[C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17])[CH3:2]>CCO.[Pd]>[CH2:1]([C@H:3]1[CH2:8][NH:7][CH2:6][CH2:5][N:4]1[C:16]([O:18][C:19]([CH3:20])([CH3:22])[CH3:21])=[O:17])[CH3:2]

Participants

4

Reactant 1

HCID 20598790(2S)-2-Ethyl-4-(phenylmethyl)-1-piperazinecarboxylic acid, 1,1-dimethylethyl ester

Product 1

HCID 17750462(S)-2-Ethylpiperazine, N1-BOC protected

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of the product from example 69 part c) (6.09 g) and 10% Pd/C (1.14 g) in EtOH (85 mL) was hydrogenated at 3.8 bar for 16 h. The reaction mixture was filtered through Celite and the filtrate concentrated in vacuo to give the sub-title compound as an oil (3.65 g).

Workup

  1. filtrationThe reaction mixture was filtered through Celite
  2. concentrationthe filtrate concentrated in vacuo

Sources & evidence

ORD record
ord-5216b17b5e254935a2298eed40070471
Source dataset
uspto-grants-2013_09
Patent number
US08524715B2

Reaction notes

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