Cyclopropyl-{5-[2-(5,7-dimethyl-[1,2,4]triazolo[1,5-a]pyrimidin-2-yl)-vinyl]-1-methyl-1H-[1,2,4]triazol-3-yl}-methyl-amine → Cyclopropyl-{5-[2-(5,7-dimethyl-[1,2,4]triazolo[1,5-a]pyrimidin-2-yl)-ethyl]-1-methyl-1H-[1,2,4]triazol-3-yl}-methyl-amine

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Reaction Steps

N-cyclopropyl-5-(2-(5,7-dimethyl-[1,2,4]triazolo[1,5-a]pyrimidin-2-yl)vinyl)-N,1-dimethyl-1H-1,2,4-triazol-3-amine (10 mg, 30.8 μmol, Eq: 1.00) was stirred in Ethyl acetate (6 ml) using 5% Pd on Ba2SO4 (3 mg, 30.8 μmol, Eq: 1.00) as catalyst in a hydrogen atmosphere. The mixture was stirred at room temperature for 4 h. No reaction. Palladium on activated charcoal 10% (5 mg, 30.8 μmol, Eq: 1.00) was added an stirring was continued for 4 h. TLC showed new product but still starting material left. Palladium on activated charcoal 10% (4 mg, 30.8 μmol, Eq: 1.00) was added and stirring was continued for 4 h again. TLC showed nearly complete conversion. The crude material was applied on silica gel an purified by column chromatography using ethyl acetate/methanol (0-5% methanol) as eluent to give Cyclopropyl-{5-[2-(5,7-dimethyl-[1,2,4]triazolo[1,5-a]pyrimidin-2-yl)-ethyl]-1-methyl-1H-[1,2,4]triazol-3-yl}-methyl-amine (8.4 mg, 83.5%) as off-white semisolid.

Provenance & Evidence