286961-24-8

Basic information

• Product Name: 1(2H)-Pyridinecarboxylic acid, 3,6-dihydro-4-[[(trifluoroMethyl)sulfonyl]oxy]-, phenylMethyl ester
• Synonyms: 1(2H)-Pyridinecarboxylic acid, 3,6-dihydro-4-[[(trifluoroMethyl)sulfonyl]oxy]-, phenylMethyl ester;benzyl 4-(trifluoromethylsulfonyloxy)-5,6-dihydropyridine-1(2H)-carboxylate
• CAS NO: 286961-24-8
• Molecular Formula: C₁₄H₁₄F₃NO₅S
• Molecular Weight: 365.3248696
• Mol File: 286961-24-8.mol
• Article Data: 19

Chemical Properties

• Boiling Point: 443.5±45.0 °C(Predicted)
• Appearance: /
• Density: 1.48±0.1 g/cm3(Predicted)
• PKA: -3.60±0.40(Predicted)
• CAS DataBase Reference: 1(2H)-Pyridinecarboxylic acid, 3,6-dihydro-4-[[(trifluoroMethyl)sulfonyl]oxy]-, phenylMethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 1(2H)-Pyridinecarboxylic acid, 3,6-dihydro-4-[[(trifluoroMethyl)sulfonyl]oxy]-, phenylMethyl ester(286961-24-8)
• EPA Substance Registry System: 1(2H)-Pyridinecarboxylic acid, 3,6-dihydro-4-[[(trifluoroMethyl)sulfonyl]oxy]-, phenylMethyl ester(286961-24-8)

Safety Data

• Hazardous Substances Data: 286961-24-8(Hazardous Substances Data)

Usage

Description

1(2H)-Pyridinecarboxylic acid, 3,6-dihydro-4-[[(trifluoroMethyl)sulfonyl]oxy]-, phenylMethyl ester is a pharmaceutical intermediate with unique chemical properties, featuring a pyridine ring, a carboxylic acid group, a phenylMethyl ester, and a trifluoromethylsulfonyl group attached to the pyridine ring, which contributes to its significant chemical reactivity.

Uses

Used in Pharmaceutical Industry:
1(2H)-Pyridinecarboxylic acid, 3,6-dihydro-4-[[(trifluoroMethyl)sulfonyl]oxy]-, phenylMethyl ester is used as a key intermediate for the synthesis of various drugs and pharmaceutical products due to its unique chemical properties and reactivity.
Used in Agrochemical Industry:
1(2H)-Pyridinecarboxylic acid, 3,6-dihydro-4-[[(trifluoroMethyl)sulfonyl]oxy]-, phenylMethyl ester is also utilized as an intermediate in the production of agrochemicals, contributing to the development of new pesticides and other agricultural products.
Used in Fine Chemicals Industry:
1(2H)-Pyridinecarboxylic acid, 3,6-dihydro-4-[[(trifluoroMethyl)sulfonyl]oxy]-, phenylMethyl ester is employed in the synthesis of other fine chemicals, highlighting its versatility and importance in the field of medicinal chemistry and drug development.

Upstream product

• 37595-74-7 N,N-phenylbistrifluoromethane-sulfonimide 
• 19099-93-5 benzyl 4-oxo-1-piperidinecarboxylate 
• 456-64-4 phenyl trifluoromethanesulfonamide 
• 4111-54-0 lithium diisopropyl amide 

Downstream Products

• 286961-15-7 benzyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydro-1 (2H)-pyridinecarboxylate 
• 851961-34-7 C₃₀H₃₈N₂O₆ 
• 630116-80-2 3-cyano-3',6'-dihydro-2'H-[2,4']bipyridinyl-1'-carboxylic acid benzyl ester 
• 375853-65-9 4-{3-[N,N-bis-(tert-butoxycarbonyl)aminomethyl]-phenyl}-piperidine 
• 375853-73-9 N,N-bis-(tert-butoxycarbonyl)-3-[1-(3-ethynyl-benzoyl)-piperidin-4-yl]-benzylamine 
• 375853-75-1 N,N-bis-(tert-butoxycarbonyl)-3-[1-(3-phenylethynyl-benzoyl)-piperidin-4-yl]-benzylamine 
• 375853-71-7 N,N-bis-(tert-butoxycarbonyl)-3-[1-(5-phenylethyl-pyridine-3-carbonyl)-piperidin-4-yl]-benzylamine 
• 375853-67-1 N,N-bis-(tert-butoxycarbonyl)-3-[1-(5-phenylethynyl-pyridine-3-carbonyl)-piperidin-4-yl]-benzylamine 

Relevant articles and documents

Novel, Self-Assembling Dimeric Inhibitors of Human β Tryptase

β-Tryptase, a homotetrameric serine protease, has four identical active sites facing a central pore, presenting an optimized setting for the rational design of bivalent inhibitors that bridge two adjacent sites. Using diol, hydroxymethyl phenols or benzoyl methyl hydroxamates, and boronic acid chemistries to reversibly join two [3-(1-acylpiperidin-4-yl)phenyl]methanamine core ligands, we have successfully produced a series of self-assembling heterodimeric inhibitors. These heterodimeric tryptase inhibitors demonstrate superior activity compared to monomeric modes of inhibition. X-ray crystallography validated the dimeric mechanism of inhibition, and compounds demonstrated high selectivity against related proteases, good target engagement, and tryptase inhibition in HMC1 xenograft models. Screening 3872 possible combinations from 44 boronic acid and 88 diol derivatives revealed several combinations that produced nanomolar inhibition, and seven unique pairs produced greater than 100-fold improvement in potency over monomeric inhibition. These heterodimeric tryptase inhibitors demonstrate the power of target-driven combinatorial chemistry to deliver bivalent drugs in a small molecule form.

Nickel-Catalyzed Conversion of Enol Triflates into Alkenyl Halides

A Ni-catalyzed halogenation of enol triflates was developed and it enables the synthesis of a broad range of alkenyl iodides, bromides, and chlorides under mild reaction conditions. The reaction utilizes inexpensive, bench-stable Ni(OAc)2?4 H2O as a precatalyst and proceeds at room temperature in the presence of sub-stoichiometric Zn and either 1,5-cyclooctadiene or 4-(N,N-dimethylamino)pyridine.

[1,2,4]TRIAZOLO[4,3-B]PYRIDAZINES FOR USE IN THE TREATMENT OF PROLIFERATIVE DISEASES

The invention concerns compounds of Formula (I) (Formula (I)) or pharmaceutically-acceptable salts thereof, wherein R1, R2 and n have any of the meanings defined herein before in the description; processes for their preparation, pharmaceutical compositions containing them and their use as anti-proliferative and/or cell-killing agents.