HCID 60009260, compound → tert-Butyl (2S)-2-butylpiperazine-1-carboxylate

HRID 342113Notes

Reaction equation

HRID 342113 reaction equation
C([N:8]1[CH2:13][CH2:12][N:11]([C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])[C@@H:10]([CH2:21][CH2:22][CH2:23][CH3:24])[CH2:9]1)C1C=CC=CC=1>CO>[C:17]([O:16][C:14]([N:11]1[CH2:12][CH2:13][NH:8][CH2:9][C@@H:10]1[CH2:21][CH2:22][CH2:23][CH3:24])=[O:15])([CH3:20])([CH3:19])[CH3:18]

Participants

3

Reactant 1

HCID 60009260HCID 60009260, compound

Product 1

HCID 15406930tert-Butyl (2S)-2-butylpiperazine-1-carboxylate

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The product from Step B (3.75 g, 11.3 mmol) was dissolved in methanol (75 mL) in a Parr bottle, and the vessel purged with argon. To this was added 10% palladium on carbon (0.80 g) and the reaction hydrogenated under 60 psi hydrogen for 24 h. The catalyst as removed by filtration through Celite, and the filtrate evaporated in acuo to give the title compound as an oil. 1HNMR (300 MHz, CDCl3) δ 4.08 (1H, br s), 3.90 (1H, d, J=12 Hz), 2.5-3.8 (6H, m), 1.80 (1H, m), 1.60 (1H, m), 1.46 (9H, s), 1.30 (4H, m),0.90 (3H, t, J=7 Hz).

Workup

  1. customthe vessel purged with argon
  2. additionTo this was added 10% palladium on carbon (0.80 g)
  3. customthe reaction hydrogenated under 60 psi hydrogen for 24 h
  4. customThe catalyst as removed by filtration through Celite
  5. customthe filtrate evaporated in acuo

Sources & evidence

ORD record
ord-301b1e96813f462aa2bf92371993a4bb
Source dataset
uspto-grants-1999_01
Patent number
US05856326

Reaction notes

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