891772-08-0

Basic information

• Product Name: 2-methoxy-6-((trimethylsilyl)ethynyl)pyridine
• CAS NO: 891772-08-0
• Molecular Weight: 205.332
• Mol File: 891772-08-0.mol

Chemical Properties

• CAS DataBase Reference: 2-methoxy-6-((trimethylsilyl)ethynyl)pyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-methoxy-6-((trimethylsilyl)ethynyl)pyridine(891772-08-0)
• EPA Substance Registry System: 2-methoxy-6-((trimethylsilyl)ethynyl)pyridine(891772-08-0)

Safety Data

• Hazardous Substances Data: 891772-08-0(Hazardous Substances Data)

Upstream product

• 40473-07-2 6-bromo-2-methoxypyridine 
• 1066-54-2 trimethylsilylacetylene 
• 182275-70-3 2-iodo-6-methoxypyridine 

Downstream Products

• 512197-92-1 2-ethynyl-6-methoxypyridine 

Relevant articles and documents

Enantioselective Nickel-Catalyzed Alkyne-Azide Cycloaddition by Dynamic Kinetic Resolution

The triazole heterocycle has been widely adopted as an isostere for the amide bond. Many native amides are α-chiral, being derived from amino acids. This makes α-N-chiral triazoles attractive building blocks. This report describes the first enantioselective triazole synthesis that proceeds via nickel-catalyzed alkyne-azide cycloaddition (NiAAC). This dynamic kinetic resolution is enabled by a spontaneous [3,3]-sigmatropic rearrangement of the allylic azide. The 1,4,5-trisubstituted triazole products, derived from internal alkynes, are complementary to those commonly obtained by the related CuAAC reaction. Initial mechanistic experiments indicate that the NiAAC reaction proceeds through a monometallic Ni complex, which is distinct from the CuAAC manifold.

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