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In these conversions, chloride is displaced. [2] Pyrithione, the conjugate base of 2-mercaptopyridine-N-oxide, is a fungicide found in some shampoos. Oxidation 2-chloropyridine gives 2-chloropyridine-N-oxide. [5] The antihistamine pheniramine may be generated via the reaction of phenylacetonitrile with 2-chloropyridine in the presence of a base ...
Chloropyridines are important intermediates to pharmaceuticals and agrochemicals. [1] A major use of 2-chloropyridine is the production of production of the fungicide pyrithione. Reaction of 4-chloropyridine with thioglycolic acid gives pyridylmercaptoacetic acid, a step in the production of cephalosporin antibiotics.
2,6-Dichloropyridine is a chloropyridine with the formula C 5 H 3 Cl 2 N. A white solid, it is one of six isomers of dichloropyridine . It serves as a precursor to the antibiotic enoxacin , [ 2 ] as well as the drug and anpirtoline and the antifungal liranaftate .
Boronic acids are known to bind to active site serines and are part of inhibitors for porcine pancreatic lipase, [2] subtilisin [3] and the protease Kex2. [4] Furthermore, boronic acid derivatives constitute a class of inhibitors for human acyl-protein thioesterase 1 and 2, which are cancer drug targets within the Ras cycle. [5]
Protodeboronation is a well-known undesired side reaction, and frequently associated with metal-catalysed coupling reactions that utilise boronic acids (see Suzuki reaction). [1] For a given boronic acid, the propensity to undergo protodeboronation is highly variable and dependent on various factors, such as the reaction conditions employed and ...
The oxidation of pyridine can be achieved with a number of peracids including peracetic acid and perbenzoic acid. [3] Oxidation can also be effected by a modified Dakin reaction using a urea-hydrogen peroxide complex, [4] and sodium perborate [5] or, using methylrhenium trioxide (CH 3 ReO 3) as catalyst, with sodium percarbonate. [6]
The C–B bond of boronic acids and esters are slightly longer than typical C–C single bonds with a range of 1.55-1.59 Å. The lengthened C–B bond relative to the C–C bond results in a bond energy that is also slightly less than that of C–C bonds (323 kJ/mol for C–B vs 358 kJ/mol for C–C). [ 6 ]
Organotrifluoroborates are tolerant of air and moisture [1] and are easy to handle and purify. [2] They are often used in organic synthesis as alternatives to boronic acids (RB(OH) 2), boronate esters (RB(OR′) 2), and organoboranes (R 3 B), particularly for Suzuki-Miyaura coupling. [3] [4]