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

HRID 349233Notes

Reaction equation

HRID 349233 reaction equation
[Cl:1][C:2]1[N:7]=[CH:6][C:5]([C:8]#[C:9][CH2:10][CH2:11][N:12]2[CH:16]=[CH:15][N:14]=[N:13]2)=[CH:4][N:3]=1>C(OCC)(=O)C.[Pd]>[Cl:1][C:2]1[N:7]=[CH:6][C:5]([CH2:8][CH2:9][CH2:10][CH2:11][N:12]2[CH:16]=[CH:15][N:14]=[N:13]2)=[CH:4][N:3]=1

Participants

4

Reactant 1

HCID 860740652-Chloro-5-(4-[1,2,3]triazol-1-yl-but-1-ynyl)-pyrimidine

Product 1

HCID 860740662-Chloro-5-(4-[1,2,3]triazol-1-yl-butyl)-pyrimidine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

2-Chloro-5-(4-[1,2,3]triazol-1-yl-but-1-ynyl)-pyrimidine (2.52 g, 10.8 mmol) is dissolved in ethyl acetate (210 ml) and hydrogenated for 2.5 h at r.t. in the presence of palladium on calcium carbonate (10%, 2.55 g). The reaction mixture is filtered and concentrated in vacuo to yield 2-chloro-5-(4-[1,2,3]triazol-1-yl-butyl)-pyrimidine as a colorless solid. Yield 2.15 g (84%)

Workup

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

Sources & evidence

ORD record
ord-e8d62ce74d1a4fe5b00240188bfcef13
Source dataset
uspto-grants-2007_02
Patent number
US07179812B2

Reaction notes

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