HCID 67258962, compound → 1-Boc-2,6-dimethylpiperazine

HRID 907987Notes

Reaction equation

HRID 907987 reaction equation
[CH3:1][CH:2]1[CH2:7][N:6](C(OCC2C=CC=CC=2)=O)[CH2:5][CH:4]([CH3:18])[N:3]1[C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20]>CO.[Pd]>[CH3:18][CH:4]1[CH2:5][NH:6][CH2:7][CH:2]([CH3:1])[N:3]1[C:19]([O:21][C:22]([CH3:24])([CH3:23])[CH3:25])=[O:20]

Participants

4

Reactant 1

HCID 67258962HCID 67258962, compound

Product 1

HCID 222199261-Boc-2,6-dimethylpiperazineYield 97%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 4-benzyl 1-tert-butyl 2,6-dimethylpiperazine-1,4-dicarboxylate (4.8 g, 0.0144 mol) in methanol (25 mL) was added 480 mg of 10% Pd/C and stirred at room temperature under H2 overnight. The resulting mixture was filtered and concentrated to give the title product (2.8 g, 97%) as colorless oil. LC-MS (ESI) m/z: 215 (M+1)+. 1H-NMR (400 MHz, CDCl3) δ (ppm): 1.25 (d, J=6.8 Hz, 3H), 1.46 (s, 9H), 1.64 (s, 1H), 2.78-2.87 (m, 4H), 3.99-4.05 (m, 2H).

Workup

  1. filtrationThe resulting mixture was filtered
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-e9e65655cb084e738e5e62f1463e67dd
Source dataset
uspto-grants-2011_09
Patent number
US08012976B2

Reaction notes

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