145100-51-2 Usage
Description
2-[N,N-BIS(TRIFLUOROMETHANESULFONYL)AMINO]-5-CHLOROPYRIDINE is a chemical compound with the molecular formula C6H3ClF6N2O2S2. It is a versatile reagent in organic synthesis, known for its ability to produce vinyl triflates from ketone enolates or dienolates with good yields. 2-[N,N-BIS(TRIFLUOROMETHANESULFONYL)AMINO]-5-CHLOROPYRIDINE has found applications in various chemical reactions and the synthesis of complex organic molecules.
Uses
Used in Pharmaceutical Industry:
2-[N,N-BIS(TRIFLUOROMETHANESULFONYL)AMINO]-5-CHLOROPYRIDINE is used as a reactant for the total synthesis of (-)-porantheridine and the trans decahydroquinoline alkaloid (+)-219A. These compounds have potential applications in the development of new pharmaceuticals due to their unique chemical structures and biological activities.
Used in Chemical Synthesis:
2-[N,N-BIS(TRIFLUOROMETHANESULFONYL)AMINO]-5-CHLOROPYRIDINE is used as a reactant in Suzuki-Miyaura cross coupling, a widely employed method for the formation of carbon-carbon bonds in organic synthesis. This reaction is crucial for the synthesis of various complex molecules, including pharmaceuticals, agrochemicals, and advanced materials.
Used in Neuropharmacology:
In the field of neuropharmacology, 2-[N,N-BIS(TRIFLUOROMETHANESULFONYL)AMINO]-5-CHLOROPYRIDINE is used for the synthesis of nicotinic acetylcholine receptor-selective ligands. These ligands are essential for understanding the function of nicotinic acetylcholine receptors and developing new drugs targeting these receptors for the treatment of neurological disorders.
Used in Enantioselective Synthesis:
2-[N,N-BIS(TRIFLUOROMETHANESULFONYL)AMINO]-5-CHLOROPYRIDINE is employed in enantioselective desymmetrizing palladium catalyzed carbonylation reactions. This application is significant for the synthesis of chiral compounds with a single enantiomer, which is crucial in the pharmaceutical industry to ensure the desired biological activity and minimize side effects.
Used in Endocrinology:
In the field of endocrinology, 2-[N,N-BIS(TRIFLUOROMETHANESULFONYL)AMINO]-5-CHLOROPYRIDINE is used for the synthesis of high affinity niacin receptor GPR109A agonists. These agonists have potential applications in the treatment of dyslipidemia, obesity, and other metabolic disorders by modulating the activity of the niacin receptor.
Used in Heterocyclic Chemistry:
2-[N,N-BIS(TRIFLUOROMETHANESULFONYL)AMINO]-5-CHLOROPYRIDINE is also used in the preparation of heteroaromatics, which are important building blocks for the synthesis of various pharmaceuticals, agrochemicals, and materials with unique properties. The versatility of this compound in the synthesis of heteroaromatics makes it a valuable tool in the field of organic chemistry.
Check Digit Verification of cas no
The CAS Registry Mumber 145100-51-2 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,4,5,1,0 and 0 respectively; the second part has 2 digits, 5 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 145100-51:
(8*1)+(7*4)+(6*5)+(5*1)+(4*0)+(3*0)+(2*5)+(1*1)=82
82 % 10 = 2
So 145100-51-2 is a valid CAS Registry Number.
InChI:InChI=1/C8F8O2/c9-1-2(10)4(12)6(5(13)3(1)11)18-7(17)8(14,15)16
145100-51-2Relevant articles and documents
A metathesis-based approach to the synthesis of 2-pyridones and pyridines
Donohoe, Timothy J.,Fishlock, Lisa P.,Procopiou, Panayiotis A.
, p. 285 - 288 (2008/09/19)
(Chemical Equation Presented) The ring-closing metathesis reaction has been successfully employed to form a range of dihydropyridone intermediates, which are in the correct oxidation state to undergo a base-induced elimination to reveal the aromatic 2-pyridone. This mild and novel approach to six-membered heteroaromatic compounds then provides access to a wide variety of substituted pyridines in excellent overall yield.
Pyridine-derived triflating reagents: N-(2-pyridyl)-triflimide and n-(5-chloro-2-pyridyl)triflimide
Comins, Daniel L.,Dehghani, Ali,Foti, Christopher J.,Joseph, Sajan P.
, p. 77 - 77 (2017/09/08)
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