tert-Butyl N-(1,3-dihydro-1,3-dioxoisoindolyl) carbonate → (S)-1-Boc-3-methylpiperazine

HRID 855597Notes

Reaction equation

HRID 855597 reaction equation
[CH3:1][C@H:2]1[CH2:7][NH:6][CH2:5][CH2:4][NH:3]1.[C:8]([O:12][C:13](ON1C(=O)C2=CC=CC=C2C1=O)=[O:14])([CH3:11])([CH3:10])[CH3:9]>ClCCl>[CH3:1][C@@H:2]1[NH:3][CH2:4][CH2:5][N:6]([C:13]([O:12][C:8]([CH3:11])([CH3:10])[CH3:9])=[O:14])[CH2:7]1

Participants

4

Reactant 2

HCID 84857tert-Butyl N-(1,3-dihydro-1,3-dioxoisoindolyl) carbonateHCID 27342192-Methylpiperazine, (S)-

Product 1

HCID 7023035(S)-1-Boc-3-methylpiperazine

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of (2S)-2-methylpiperazine (3.8 g, 38 mmol) and N-(tert-butyloxycarbonyloxy)phthalimide (10 g, 38 mmol) in dichloromethane (100 mL) was stirred at room temperature for 3 hours. The mixture was washed with 2N sodium hydroxide solution, the organic solution dried over magnesium sulphate, and concentrated in vacuo to afford the title compound as a clear oil, 4.31 g.

Workup

  1. washThe mixture was washed with 2N sodium hydroxide solution
  2. dry with materialthe organic solution dried over magnesium sulphate
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-16b87f3c0e554e3c9fee8db2146cf2c0
Source dataset
uspto-grants-2007_08
Patent number
US07262192B2

Reaction notes

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