8-CHLORO-3-ETHYL-[1,2,4]TRIAZOLO[4,3-A]PYRAZINE synthesis
- Product Name:8-CHLORO-3-ETHYL-[1,2,4]TRIAZOLO[4,3-A]PYRAZINE
- CAS Number:140910-77-6
- Molecular formula:C7H7ClN4
- Molecular Weight:182.61
123-38-6
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Yield:140910-77-6 73%
Reaction Conditions:
Stage #1: propionaldehyde;2-chloro-3-hydrazinopyrazine in dichloromethane; for 1 h;Reflux;
Stage #2: with [bis(acetoxy)iodo]benzene in dichloromethane at 20;Cooling with ice;
Steps:
26.1
Step 1 : To a solution 2-chloro-3-hydrazinylpyrazine (2.00 g, 13.8 mmol) in DCM (73 ml) was added propionaldehyde (0.804 g, 13.8 mmol) and mixture was heated at reflux for 1 hour and then cooled on an ice bath. To the cold solution was added iodobenzene diacetate (5.12 g, 15.9 mmol) and it was allowed to warm to RT overnight. The reaction was washed with H2O (25 ml_), then brine (25 ml_) and concentrated in vacuo. The crude product was purified by flash chromatography using a gradient of ethyl acetate and heptane to yield 1 .84 g (73%) 8-chloro-3-ethyl-[1 ,2,4]triazolo[4,3-a]pyrazine.
References:
WO2016/55618,2016,A1 Location in patent:Page/Page column 56; 57
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115-80-0
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