HCID 21224560, compound → HCID 21224503, compound

HRID 1584264Notes

Reaction equation

HRID 1584264 reaction equation
[C:1]([NH:5][C:6]([CH2:8][N:9]1[C:13]([CH2:14][N:15]=[N+]=[N-])=[C:12]([CH3:18])[N:11]=[CH:10]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]>C(OCC)(=O)C.[Pd]>[C:1]([NH:5][C:6]([CH2:8][N:9]1[C:13]([CH2:14][NH2:15])=[C:12]([CH3:18])[N:11]=[CH:10]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 1

HCID 21224560HCID 21224560, compound

Product 1

HCID 21224503HCID 21224503, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A solution of 1-t-butylaminocarbonylmethyl-4-methyl-5-azidomethylimidazole (1.27 g, 5.4 mmol) and 10% Pd/C (700 mg) in ethyl acetate (100 ml) was hydrogenated at atmospheric pressure for 5 h. The catalyst was removed by filtration through Celite and the solvents removed in vacuo to give the title compound. 1H NMR (CDCl3) d 1.27 (s, 9 H), 2.23 (s, 3 H), 3.83 (s, 2 H), 4.50 (s, 2 H), 7.08 (br s, 1 H), 7.46 (s, 1 H).

Workup

  1. customThe catalyst was removed by filtration through Celite
  2. customthe solvents removed in vacuo

Sources & evidence

ORD record
ord-36651b285587407abcd60272729d3ba9
Source dataset
uspto-grants-1999_08
Patent number
US05932606

Reaction notes

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