HCID 21224545, compound → HCID 21224542, compound

HRID 1584258Notes

Reaction equation

HRID 1584258 reaction equation
[C:1]([O: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]([O: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 21224545HCID 21224545, compound

Product 1

HCID 21224542HCID 21224542, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A solution of 1-t-butoxycarbonylmethyl-4-methyl-5-azidomethylimidazole (2.9 g) in ethyl acetate (100 ml) containing 10% palladium on carbon (1.5 g) was stirred at room temperature under an atmosphere of hydrogen for 3 h. After removal of the catalyst by filtration through Celite, the filtrate was concentrated to give the amine as a colorless oil: 1H NMR (CD3OD) d 1.48 (s, 9 H), 2.19 (s, 3 H), 3.69 (s, 2 H), 4.81 (s, 2 H), 7.49 (s, 1 H).

Workup

  1. customAfter removal of the catalyst
  2. filtrationby filtration through Celite
  3. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-3f39a576cebc47b6b984eb64970a98f9
Source dataset
uspto-grants-1999_08
Patent number
US05932606

Reaction notes

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