160777-44-6 Usage
Description
3-(3-Methanesulfonyl-phenyl)-pyridine Hydrochloride, with the CAS number 160777-44-6, is a tan solid compound that is primarily utilized in the field of organic synthesis. It is a derivative of pyridine, featuring a methanesulfonyl-phenyl group attached to the third position of the pyridine ring, and a hydrochloride ion as a counterion. 3-(3-Methanesulfonyl-phenyl)-pyridine Hydrochloride is known for its unique chemical properties and reactivity, making it a valuable component in various chemical reactions and processes.
Uses
Used in Organic Synthesis:
3-(3-Methanesulfonyl-phenyl)-pyridine Hydrochloride is used as a synthetic building block for the creation of more complex organic molecules. Its unique structure and reactivity allow it to participate in a wide range of chemical reactions, such as nucleophilic substitution, electrophilic aromatic substitution, and cross-coupling reactions. This versatility makes it a valuable tool in the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 3-(3-Methanesulfonyl-phenyl)-pyridine Hydrochloride is used as an intermediate in the development of new drugs. Its chemical properties and reactivity enable the formation of various drug candidates with potential therapeutic applications. The compound's ability to form a wide range of derivatives makes it a promising starting material for the design and synthesis of novel pharmaceutical agents.
Used in Agrochemical Industry:
3-(3-Methanesulfonyl-phenyl)-pyridine Hydrochloride is also utilized in the agrochemical industry for the synthesis of new pesticides and other crop protection agents. Its unique chemical properties allow for the development of innovative molecules with improved efficacy, selectivity, and environmental compatibility. The compound's reactivity and versatility make it an essential component in the design and synthesis of novel agrochemicals.
Used in Chemical Research:
In the field of chemical research, 3-(3-Methanesulfonyl-phenyl)-pyridine Hydrochloride serves as a valuable research tool for studying various aspects of organic chemistry, such as reaction mechanisms, stereochemistry, and the development of new synthetic methods. Its unique structure and reactivity provide researchers with a platform to explore new chemical transformations and gain insights into the underlying principles governing these reactions.
Check Digit Verification of cas no
The CAS Registry Mumber 160777-44-6 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,6,0,7,7 and 7 respectively; the second part has 2 digits, 4 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 160777-44:
(8*1)+(7*6)+(6*0)+(5*7)+(4*7)+(3*7)+(2*4)+(1*4)=146
146 % 10 = 6
So 160777-44-6 is a valid CAS Registry Number.
160777-44-6Relevant articles and documents
The synthesis of OSU 6162: Efficient, large-scale implementation of a Suzuki coupling
Lipton, Michael F.,Mauragis, Michael A.,Maloney, Mark T.,Veley, Michael F.,VanderBor, Dale W.,Newby, John J.,Appell, Robert B.,Daugs, Edward D.
, p. 385 - 392 (2013/09/06)
The synthesis of the chiral, nonracemic 3-aryl piperidine, OSU 6162 (1), a potential CNS agent from Pharmacia Corporation, is presented. The key construction in the described synthesis is a palladium-catalyzed aryl cross-coupling reaction between bromosulfone (4) and pyridyl borane (14). Initially developed conditions for this Suzuki reaction, conducted in tetrahydrofuran/aqneous hydroxide, delivered free base (6) or hydrochloride salt (15a) in reproducible 80% yield. However, by changing the solvent to toluene and the base to carbonate, significant decreases in catalyst requirement were realized, and the methane sulfonate salt (15b) of the coupled product could be obtained in reproducible 92-94% yield on 200-kg input. The success of the Suzuki reaction was critically dependent on a bulk source of the pyridyl borane coupling partner. Cryogenic conditions were developed for its generation via lithium-halogen exchange to generate thermally labile 3-lithiopyridine followed by transmetalation with diethylmethoxy borane. This highly exothermic series of transformations yielded crystalline diethyl-3-pyridyl borane in reproducible 75-80% yield on scales ranging up to 200-kg input. Selective reduction of the biaryl, classical resolution and introduction of the propyl group via the Gribble reductive amination procedure completed the synthesis of OSU 6162 free base. This route was employed to deliver over 35 kg of clinical-quality bulk drug in short order.
