5-Bromo-2-(4-[1,2,3]triazol-1-yl-but-1-ynyl)-pyrimidine → 5-Bromo-2-(4-[1,2,3]triazol-1-yl-butyl)-pyrimidine

HRID 349227Notes

Reaction equation

HRID 349227 reaction equation
[Br:1][C:2]1[CH:3]=[N:4][C:5]([C:8]#[C:9][CH2:10][CH2:11][N:12]2[CH:16]=[CH:15][N:14]=[N:13]2)=[N:6][CH:7]=1>C(OCC)(=O)C.[Pd]>[Br:1][C:2]1[CH:3]=[N:4][C:5]([CH2:8][CH2:9][CH2:10][CH2:11][N:12]2[CH:16]=[CH:15][N:14]=[N:13]2)=[N:6][CH:7]=1

Participants

4

Reactant 1

HCID 691357895-Bromo-2-(4-[1,2,3]triazol-1-yl-but-1-ynyl)-pyrimidine

Product 1

HCID 691350375-Bromo-2-(4-[1,2,3]triazol-1-yl-butyl)-pyrimidine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

5-Bromo-2-(4-[1,2,3]triazol-1-yl-but-1-ynyl)-pyrimidine (0.350 g, 1.26 mmol) is dissolved in ethyl acetate (3 ml) and hydrogenated for 2 h at r.t. in the presence of palladium on charcoal (10%, 175 mg). The reaction mixture is filtered and concentrated in vacuo to yield 5-Bromo-2-(4-[1,2,3]triazol-1-yl-butyl)-pyrimidine as a beige solid. Yield 290 mg (82%)

Workup

  1. filtrationThe reaction mixture is filtered
  2. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-d47ec4d8aa294b72a1c2b1c931debbf3
Source dataset
uspto-grants-2007_02
Patent number
US07179812B2

Reaction notes

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