Category: 33402-75-4

Ashcroft, William R.; Beal, Michael G.; Joule, John A. published the artcile< Synthesis of the pyridine analogs of phthalide>, Electric Literature of 33402-75-4, the main research area is furopyridone; pyridinedicarboxylate lactonization; ester pyridine hydrolysis regiospecific; phthalide pyridine analog.

The 4 isomeric pyridine analogs of phthalide I (X ≠ X1 = N, CH; Z ≠ Z1 = H2, O) were prepared from pyridine-2,3- and -3,4-diacids, utilizing the different reactivity of substituents at pyridine 2- vs. 3-, and 3- vs. 4-positions. E.g., hydrolyzing pyridine diester II (R = R1 = CO2Me) with 1 equivalent 0.44 M aqueous NaOH gave 35% of a 3:1 mixture of II (R = CO2Me, R1 = CO2H; R = CO2H, R1 = CO2Me), resp., which was reduced by LiAlH4 to give 64% II (R = CH2OH, R1 = CO2H)(III). Lactonization of III gave 73% I (X = N, X1 = CH, Z = H2, Z1 = O).

Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) published new progress about Lactonization. 33402-75-4 belongs to class esters-buliding-blocks, and the molecular formula is C8H9NO2, Electric Literature of 33402-75-4.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Yang, Huan; Zhang, Li; Zhou, Fei-Yu; Jiao, Lei published the artcile< An umpolung approach to the hydroboration of pyridines: a novel and efficient synthesis of N-H 1,4-dihydropyridines>, Computed Properties of 33402-75-4, the main research area is diboron pyridine inverse hydroboration deuteration; dihydropyridine preparation.

The first inverse hydroboration of pyridine with a diboron compound and a proton source was realized under simple basic and catalyst-free conditions. This process consisted of a formal boryl anion addition to pyridine, which produced an N-boryl pyridyl anion complex and the subsequent protonation of the anion complex. This process enabled a simple and efficient method for the synthesis of multi-substituted N-H 1,4-dihydropyridine (1,4-DHP) derivatives that were difficult to prepare using established methods. Furthermore, this method allowed facile preparation of 4-deuterated 1,4-DHPs from an easily accessible deuterium ion source. This inverse hydroboration reaction represented a new mode for pyridine functionalization.

Chemical Science published new progress about Deuteration, regioselective. 33402-75-4 belongs to class esters-buliding-blocks, and the molecular formula is C8H9NO2, Computed Properties of 33402-75-4.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Downes, Thomas D.; Jones, S. Paul; Klein, Hanna F.; Wheldon, Mary C.; Atobe, Masakazu; Bond, Paul S.; Firth, James D.; Chan, Ngai S.; Waddelove, Laura; Hubbard, Roderick E.; Blakemore, David C.; De Fusco, Claudia; Roughley, Stephen D.; Vidler, Lewis R.; Whatton, Maria Ann; Woolford, Alison J.-A.; Wrigley, Gail L.; O’Brien, Peter published the artcile< Design and Synthesis of 56 Shape-Diverse 3D Fragments>, SDS of cas: 33402-75-4, the main research area is alkyl piperidine pyrrolidine fragment diastereoselective preparation; 3D fragments; conformational diversity; fragment-based drug discovery; medicinal chemistry; synthesis design.

Fragment screening collections were often predominantly populated with flat, 2D mols. A workflow for the design and synthesis of 56 3D disubstituted pyrrolidine and piperidine fragments that occupy under-represented areas of fragment space (as demonstrated by a principal moments of inertia (PMI) anal.) was described. A key, and unique, underpinning design feature of this fragment collection was that assessment of fragment shape and conformational diversity (by considering conformations up to 1.5 kcal mol-1 above the energy of the global min. energy conformer) was carried out prior to synthesis and was also used to select targets for synthesis. The 3D fragments were designed to contain suitable synthetic handles for future fragment elaboration. Finally, by comparing our 3D fragments with six com. libraries, it was clear that our collection was high three-dimensionality and shape diversity.

Chemistry – A European Journal published new progress about Conformers. 33402-75-4 belongs to class esters-buliding-blocks, and the molecular formula is C8H9NO2, SDS of cas: 33402-75-4.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Proctor, Rupert S. J.; Chuentragool, Padon; Colgan, Avene C.; Phipps, Robert J. published the artcile< Hydrogen Atom Transfer-Driven Enantioselective Minisci Reaction of Amides>, Recommanded Product: Methyl 4-methylnicotinate, the main research area is amide heteroarene chiral phosphoric acid diacetyl light Minisci reaction; heteroarenyl alkyl amide stereoselective preparation.

Minisci-type reactions constitute one of the most powerful methods for building up complexity around basic heteroarenes. The most desirable variants involve formal oxidative coupling of a C-H bond on each partner, leading back to the simplest possible starting materials. We herein disclose a method that enables such a coupling of linear amides and heteroarenes with full control of enantioselectivity at the newly formed stereocenter as well as site selectivity on both the heteroarene and the amide. This is achieved by the use of a chiral phosphoric acid catalyst in conjunction with diacetyl as a combined hydrogen atom transfer reagent and oxidant. Diacetyl is directly photoexcitable, and thus, no extraneous photocatalyst is required: an added feature that contributes to the simplicity and practicality of the protocol.

Journal of the American Chemical Society published new progress about Amides Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 33402-75-4 belongs to class esters-buliding-blocks, and the molecular formula is C8H9NO2, Recommanded Product: Methyl 4-methylnicotinate.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Lounasmaa, Mauri; Johansson, Carl J. published the artcile< Synthetic studies in the alkaloid field. IV. The sodium dithionite reduction of 1-[2-(3-indolyl)-ethyl]-3-methoxycarbonylpyridinium bromides>, Quality Control of 33402-75-4, the main research area is indoloquinolizine; reduction indolyl pyridinium dithionite; ring closure indolyl pyridine; alkaloid vallesiachotamine model.

Na dithionite reduction of the 1-[2-(3-indolyl)ethyl]-3-(methoxycarbonyl)pyridinium bromides I (R = H, Me, Pr) in NaHCO3-buffered medium gave 49-67% of the 1,4-dihydro derivatives II, whereas in unbuffered medium 58-62% of the indoloquinolizines III were formed. Acid-induced cyclization of II (R = H) gave 94% III (R = H) whereas II (R = Me, Pr) gave 91 and 86% resp. IV (R = Me, Pr). The stereochem. of the products were deduced from 13C NMR spectra. The use of Na dithionite reduction in the preparation of vallesiachotamine models is discussed.

Tetrahedron published new progress about Cyclization. 33402-75-4 belongs to class esters-buliding-blocks, and the molecular formula is C8H9NO2, Quality Control of 33402-75-4.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Kuthan, J.; Musil, L.; Jehlicka, V. published the artcile< The use of dipole moments in the conformational analysis of nicotinic acid derivatives>, Product Details of C8H9NO2, the main research area is nicotinic acid derivative conformation; pyrrolopyridine dipole moment MO; dipole moment nicotinamide derivative; furopyridinone dipole moment MO.

The apparent dipole moments in C6H6 of Me nicotinate (I), nicotinamide (II), 6-oxo-7H-furo[2,3-b]pyridine, 6-oxo-7H-pyrrolo[2,3-b]pyridine, 2-oxo-7H-furo[3,4-c]pyridine, and 2-oxo-7H-pyrrolo[3,4-c]pyridine along with theor. moments of their CNDO/2 models were used in a semiquant. estimate of conformational population in I and II. With nicotinic acid, this approach did not lead to unequivocal conclusions.

Collection of Czechoslovak Chemical Communications published new progress about CNDO/2 (molecular orbital method). 33402-75-4 belongs to class esters-buliding-blocks, and the molecular formula is C8H9NO2, Product Details of C8H9NO2.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Zhou, Xin-Yue; Zhang, Ming; Liu, Zhong; He, Jia-Hao; Wang, Xiao-Chen published the artcile< C3-Selective Trifluoromethylthiolation and Difluoromethylthiolation of Pyridines and Pyridine Drugs via Dihydropyridine Intermediates>, SDS of cas: 33402-75-4, the main research area is trifluoromethylthiopyridine preparation one pot regioselective; pyridine trifluoromethylthiolation difluoromethylthiolation hydroboration oxidative aromatization; difluoromethylthiopyridine preparation regioselective one pot.

Herein, authors report a method for unprecedented C3-selective C-H tri- and difluoromethylthiolation of pyridines. The method relies on borane-catalyzed pyridine hydroboration for generation of nucleophilic dihydropyridines; these intermediates react with trifluoromethylthio and difluoromethylthio electrophiles to form functionalized dihydropyridines, which then undergo oxidative aromatization. The method can be used for late-stage functionalization of pyridine drugs for the generation of new drug candidates.

Journal of the American Chemical Society published new progress about Aromatization. 33402-75-4 belongs to class esters-buliding-blocks, and the molecular formula is C8H9NO2, SDS of cas: 33402-75-4.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Nakamura, Kazuhito; Morita, Yukari; Suzuki, Toru; Sugiyama, Toru; Sugimori, Akira published the artcile< Radiation-induced reactions of pyridinecarboxylic esters in acidic alcoholic solutions. Substitution by alkyl and hydroxyalkyl groups and reduction of carboxylic esters to alcohol>, Application In Synthesis of 33402-75-4, the main research area is radiolysis pyridinecarboxylate alc; alkylation pyridinecarboxylate alc radiolysis; hydroxyalkylation pyridinecarboxylate alc radiolysis; reduction pyridinecarboxylate alc radiolysis.

The main reactions of pyridinecarboxylic esters induced by 60Co ç»?rays in acidic alc. solutions are substitution on the pyridine ring by alkyl or hydroxyalkyl groups, derived from solvent alcs., and reduction of the carboxylate group to a hydroxymethyl group. Substitution is dominant in MeOH solutions and reduction is dominant in Me2CHOH solutions Carboxylic esters at the 2- and 4-positions are selectivity reduced to alcs. Alkylation results from the attack by H atoms and hydroxyalkyl radicals. Reduction of carboxylic esters to alcs. is effected by the hydroxyalkyl radicals derived from the radiolysis of alcs.

Bulletin of the Chemical Society of Japan published new progress about Radiochemical reduction. 33402-75-4 belongs to class esters-buliding-blocks, and the molecular formula is C8H9NO2, Application In Synthesis of 33402-75-4.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Villani, Frank J.; Wefer, Elizabeth A.; Mann, Thomas A.; Mayer, Joseph; Peer, Lydia; Levy, Alfred S. published the artcile< Derivatives of 10, 11-dihydro-5H-benzo(a,d)cycloheptane and related compounds. VII. Improved syntheses of 11-H-benzo(5,6)cyclohepta(1,2-c)pyridin-11-one>, SDS of cas: 33402-75-4, the main research area is benzocycloheptapyridine; nicotinamide styryl thienyl; nicotinate styryl benzocycloheptapyridine.

An improved synthesis of the title compound (I) was described. The base-catalyzed condensation of 4-methylnicotinonitrile with PhCHO resulted in the isolation of trans-4-styrylnicotinamide (II, R = NH2) in high yield. Hydrolysis to II (R = OH) and heating with polyphosphoric acid gave I in good yields. Even higher yields of I were obtained in the presence of catalytic quantities of selenium. Also described are two other syntheses of the title compound and the preparation of a series of compounds related to II.

Journal of Heterocyclic Chemistry published new progress about Condensation reaction. 33402-75-4 belongs to class esters-buliding-blocks, and the molecular formula is C8H9NO2, SDS of cas: 33402-75-4.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Nakamura, Kazuhito; Morita, Yukari; Suzuki, Toru; Sugiyama, Toru; Sugimori, Akira published the artcile< Radiation-induced reactions of pyridinecarboxylic esters in acidic alcoholic solutions. Substitution by alkyl and hydroxyalkyl groups and reduction of carboxylic esters to alcohol>, Application In Synthesis of 33402-75-4, the main research area is radiolysis pyridinecarboxylate alc; alkylation pyridinecarboxylate alc radiolysis; hydroxyalkylation pyridinecarboxylate alc radiolysis; reduction pyridinecarboxylate alc radiolysis.

The main reactions of pyridinecarboxylic esters induced by 60Co �rays in acidic alc. solutions are substitution on the pyridine ring by alkyl or hydroxyalkyl groups, derived from solvent alcs., and reduction of the carboxylate group to a hydroxymethyl group. Substitution is dominant in MeOH solutions and reduction is dominant in Me2CHOH solutions Carboxylic esters at the 2- and 4-positions are selectivity reduced to alcs. Alkylation results from the attack by H atoms and hydroxyalkyl radicals. Reduction of carboxylic esters to alcs. is effected by the hydroxyalkyl radicals derived from the radiolysis of alcs.

Bulletin of the Chemical Society of Japan published new progress about Radiochemical reduction. 33402-75-4 belongs to class esters-buliding-blocks, and the molecular formula is C8H9NO2, Application In Synthesis of 33402-75-4.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics