反応 #744879

反応方程式

mixture

6-iodo-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidin-7-amine

ethynyltrimethylsilane

triethylamine

→

title compound

収率 50.1%

5-methyl-6-((trimethylsilyl)ethynyl)-[1,2,4]triazolo[1,5-a]pyrimidin-7-amine

収率 50.1%

溶媒

acetonitrile

反応条件

後処理

1. 1
   その他The resulting-mixture was partitioned between ethyl acetate and water
2. 2
   洗浄The organic phase was washed with brine
3. 3
   乾燥dried (MgSO4)
4. 4
   ろ過filtered
5. 5
   濃縮concentrated in vacuuo
6. 6
   その他The residue was purified by flash chromatograph on silica gel (eluting with ethyl acetate)

実験手順

A mixture of Example 4A (275 mg, 1.0 mmol), ethynyltrimethylsilane (283 μL, 2.6 mmol), bis(triphenylphosphine)palladium(II) dichloride (35 mg, 0.05 mmol), CuI (10 mg, 0.05 mmol), and triethylamine (279 μL, 2 mmol) in acetonitrile (4 mL) was heated at 90° C. under an atmosphere of nitrogen for 1 h. The resulting-mixture was partitioned between ethyl acetate and water. The organic phase was washed with brine, dried (MgSO4), filtered, and concentrated in vacuuo. The residue was purified by flash chromatograph on silica gel (eluting with ethyl acetate) to provide the title compound as a pale yellow solid (123 mg, 50% yield).

出典