반응 #165015

반응 방정식

3-iodo-pyridin-2,6-diamine

trimethylsilyl acetylene

→

title compound

수율 60.0%

3-Trimethylsilanylethynyl-pyridin-2,6-diamine

수율 60.0%

용매

N-methylpyrrolidinone

반응 조건

후처리

1. 1
   기타The reaction solution was partitioned into water and ethyl acetate
2. 2
   세척The ethyl acetate layer was washed with water 4 times
3. 3
   건조dried over sodium sulfate
4. 4
   기타the solvent was evaporated under a reduced pressure
5. 5
   기타The residue was purified by NH silica gel chromatography (heptane
6. 6
   기타The solids obtained
7. 7
   농축by concentrating the eluate under a reduced pressure
8. 8
   세척were washed with heptane containing a small amount of ethyl acetate

실험 절차

To a mixture of 3-iodo-pyridin-2,6-diamine (20.0 g, 85.2 mmol) described in Manufacturing Example 13-1-1, trimethylsilyl acetylene (24.2 mL, 170 mmol), copper (I) iodide (3.25 g, 17.0 mmol) N,N-diisopropylethylamine (19.1 g, 148 mmol) and N-methylpyrrolidinone (286 mL) was added tetrakis(triphenylphosphine)palladium (0) (9.81 g, 8.52 mmol) under argon atmosphere, which was stirred for 30 minutes at room temperature. The reaction solution was partitioned into water and ethyl acetate. The ethyl acetate layer was washed with water 4 times and dried over sodium sulfate, and the solvent was evaporated under a reduced pressure. The residue was purified by NH silica gel chromatography (heptane:ethyl acetate=4:1 then 1:1). The solids obtained by concentrating the eluate under a reduced pressure were washed with heptane containing a small amount of ethyl acetate to obtain the title compound (10.5 g, 60.0%).

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