Pyridine → HCID 21701663, compound

HRID 1596232Notes

Reaction equation

HRID 1596232 reaction equation
[N:1]1([NH:7][C:8]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9])[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.[C:15](OC(=O)C)(=[O:17])[CH3:16].N1C=CC=CC=1>ClCCl>[C:15]([N:4]1[CH2:3][CH2:2][N:1]([NH:7][C:8]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9])[CH2:6][CH2:5]1)(=[O:17])[CH3:16]

Participants

5

Reactant 3

HCID 1049PyridineHCID 7918Acetic AnhydrideHCID 21701658tert-Butyl piperazin-1-ylcarbamate

Product 1

HCID 21701663HCID 21701663, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of N-(1-piperazinyl)-tert-butoxycarboxamide (15 g) in dichloromethane (200 ml) was added acetic anhydride (7.74 ml) and pyridine (6.63 ml). The mixture was stirred at ambient temperature for 1 hour. The solution was washed with saturated aqueous solution of sodium hydrogen carbonate and brine. The organic layer was collected, dried over magnesium sulfate, and concentrated. The residue was triturated with n-hexane to give N-(4-acetyl-1-piperazinyl)-tert-butoxycarboxamide (16.4 g).

Workup

  1. washThe solution was washed with saturated aqueous solution of sodium hydrogen carbonate and brine
  2. customThe organic layer was collected
  3. dry with materialdried over magnesium sulfate
  4. concentrationconcentrated
  5. customThe residue was triturated with n-hexane

Sources & evidence

ORD record
ord-7bfd8d3e7cd641c5bbe22ae679bd922f
Source dataset
uspto-grants-2001_09
Patent number
US06291464B1

Reaction notes

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