cas 4926-28-7, 2-Bromo-4-methylpyridine | Articles data

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2-Carbaldoximes of pyridine-4- and 5-carboxylic acids
A series of pyridine-2-carbaldoximes, all of which are substituted at the 4- or 5-position with derivatives of the corresponding carboxylic acids, have been prepared via the corresponding pyridine-2-carbaldehydes.
Reyes-Rivera,Hutchins,Dalton
p. 665 - 669
(1995)
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Transition-metal-free decarboxylative halogenation of 2-picolinic acids with dihalomethane under oxygen conditions
A convenient and efficient method for the synthesis of 2-halogen-substituted pyridines is described. The decarboxylative halogenation of 2-picolinic acids with dihalomethane proceeded smoothly via N-chlorocarbene intermediates to afford 2-halogen-substituted pyridines in satisfactory to excellent yields under transition-metal-free conditions. This new type of decarboxylative halogenation is operationally simple and exhibits high functional-group tolerance.
Zhang, Xitao,Feng, Xiujuan,Zhang, Haixia,Yamamoto, Yoshinori,Bao, Ming
supporting information
p. 5565 - 5570
(2019/10/22)

Benzothiazole Formulations and Use Thereof
The present invention is related to macrogol glyceride pharmaceutical formulations containing benzothiazole derivatives. In particular, the invention is related to benzothiazole stearoyl macrogol pharmaceutical formulations, method of preparation and use thereof.
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(2010/11/30)

Inhibitors of P2X3
Compounds of formula 1 are modulators of P2X3 useful for the treatment of pain and genito-urinary, gastrointestinal, and respiratory disorders: wherein R1 is —C(═S)CH3, pyridyl, pyrimidinyl, pyrazinyl, thiazolyl, furyl, furylcarbonyl, acetyl, or carbamoyl; R2a and R2b are independently H, methyl, or ethyl; R3 is H or methyl; Y is a bond, —(CR4R5)n— or —CR4═CR5—; wherein R4 and R5 are each independently H or methyl and n is 1 or 2; X is N or CH; A is phenyl, 5-membered heterocyclyl, or 6-membered heterocyclyl; R6, R7 and R8 are each independently H, halo, lower alkyl, cycloalkyl, alkylthio, alkylthio-lower alkyl, alkylsulfonyl-lower alkyl, di(lower alkyl)amino-lower alkyl, morpholinyl-lower alkyl, 4-methyl-piperazinyl-methyl, trifluoromethyl, pyridyl, tetrazolyl, thiophenyl, phenyl, biphenyl, or benzyl (where thiophenyl, phenyl and benzyl are substituted with 0-3 lower alkyl, halo, sulfonamido, trifluoromethyl, lower alkoxy or lower alkylthio) or R6 and R7 together form a 5-membered or 6-membered carbocyclic or heterocyclic ring substituted with 0-3 substituents selected from the group consisting of lower alkyl, lower alkoxy, oxo, halo, thiophenyl-lower alkyl, phenyl, benzyl (where phenyl and benzyl are substituted with 0-3 lower alkyl, halo, sulfonamido, trifluoro-methyl, lower alkoxy, lower alkylthio, amino-lower alkyl, lower alkylamino-lower alkyl, or di(lower alkyl)amino-lower alkyl); and pharmaceutically acceptable salts thereof; wherein when R1 is pyrimidin-2-yl, X is N, Y is a bond and A is oxazol-5-yl the carbon atom at position 4 in said oxazol-5-yl is not substituted by propyl when the carbon atom at position 2 in said oxazol-5-yl is substituted by substituted phenyl and the carbon atom at position 4 in said oxazol-5-yl is not substituted by phenyl when the carbon atom at position 2 is substituted by unsubstituted or substituted phenyl.
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Page/Page column 23

(2008/06/13)

Cyclometalated transition metal complex and organic electroluminescent device using the same
A cyclometalated transition metal complex emitting phosphorescence of high efficiency and an organic electroluminescent display device employing the same are provided. The cyclometalated transition metal complex has a transition metal atom and a phosphorus ligand having at least one alkylene oxide and a phosphorus atom. The phosphorus atom is bound to the transition metal atom. The cyclometalated transition metal complex can be employed when forming an organic film of an organic electroluminescent display device, can emit light at a wavelength range of 400 nm to 650 nm, and can emit white light as well when used with a green light emitting material and a red light emitting material.
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(2008/06/13)

The expedient access to bromo-pyridine carbaldehyde scaffolds using gem-dibromomethyl intermediates
A simple, efficient, and general two-step synthesis to bromo-pyridine carbaldehyde scaffolds is described. This direct route involves sequential reactions employing the dibromination of bromo-picolines followed by hydrolysis using an aqueous solution of calcium carbonate. Bromo-pyridine carbaldehyde scaffolds 1-7 were obtained in good overall yield. Bromo-dibromomethyl-pyridine intermediates have been isolated and characterized.
Mandal, Ashis Baran,Augustine, John Kallikat,Quattropani, Anna,Bombrun, Agnes
p. 6033 - 6036
(2007/10/03)

Side-chain retention during lithiation of 4-picoline and 3,4-lutidine: Easy access to molecular diversity in pyridine series
The first direct ring-selective lithiation of 4-picoline and 3,4-lutidine has been achieved through the use of BuLi/LiDMAE aggregates to prevent the usual side-chain metallation. Several functionalities have been introduced at the C-2, C-6 and C-5 positions by ring-selective sequential lithiation, opening a simple and fast route to polysubstituted pyridine building blocks. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003.
Kaminski, Thomas,Gros, Philippe,Fort, Yves
p. 3855 - 3860
(2007/10/03)

Syntheses of substituted pyridines, quinolines and diazines via palladium-catalyzed cross-coupling of aryl Grignard reagents
The palladium-catalyzed cross-coupling reactions between arylmagnesium halides (phenylmagnesium chloride, mesitylmagnesium bromide, 4-(methoxycarbonyl)phenylmagnesium chloride and 4-cyanophenylmagnesium chloride) and halopyridines allowed the synthesis of substituted pyridines. Owing to the remarkably mild conditions used (often below 0°C), the reaction could be extended to the use of functionalized halopyridines, haloquinolines and halodiazines.
Bonnet, Véronique,Mongin, Florence,Trécourt, Fran?ois,Quéguiner, Guy,Knochel, Paul
p. 4429 - 4438
(2007/10/03)

Preparation and characterization of methyl substituted 2,2′-dipyridyl diselenides and -ditellurides: X-ray structure of 6,6′-dimethyl-2,2′-dipyridyl diselenide
A convenient method for the preparation of various methyl substituted 2,2′-dipyridyl diselenides and -ditellurides by the aerial oxidation of lithium 2-pyridylselenolate/tellurolate, prepared from the lithium-halogen exchange between n-butyllithium and 2-bromo methyl substituted pyridines is reported. All the compounds prepared are new and have been characterized by elemental analysis, IR, 1H, 13C, 11Se NMR, and mass spectral studies. Crystal structure of 6,6′-dimethyl-2,2′-dipyridyl diselenide has been determined.
Bhasin,Venugopalan,Singh
p. 2579 - 2587
(2007/10/03)

Synthesis of 2-[18F]-Fluoroisonicotinic Acid Hydrazide, a Potential Radiotracer for Tuberculosis Diagnosis
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Al-Jammaz, I.,Al Otaibi, B.,Amartey, J. K.
p. S451 - S454
(2007/10/03)

Stille-type cross-coupling - An efficient way to various symmetrically and unsymmetrically substituted methyl-bipyridines: Toward new ATRP catalysts
(matrix presented) Various mono- and disubstituted 2,2′-bipyridines were synthesized in high yields and multigram scales utilizing Stille-type coupling procedures. The corresponding bromo-picoline and tributyltin-picoline building blocks were prepared from commercially available amino-picoline compounds. As first examples of metal complexes, 4,5′-dimethyl-2,2′-bipyridine was reacted with copper(II) and iron(II) ions and investigated as catalyst in ATRP.
Schubert, Ulrich S.,Eschbaumer, Christian,Heller, Marcel
p. 3373 - 3376
(2007/10/03)

Amidino derivatives useful as nitric oxide synthase inhibitors
The current invention discloses useful pharmaceutical compositions containing amidino derivative useful as nitric oxide synthase inhibitors.
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(2008/06/13)

Inhibitors of prenyl-protein transferase
The present invention is directed to compounds which inhibit prenyl-protein transferase (FTase) and the prenylation of the oncogene protein Ras. The invention is further directed to chemotherapeutic compositions containing the compounds of this invention and methods for inhibiting prenyl-protein transferase and the prenylation of the oncogene protein Ras.
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(2008/06/13)

Process for producing pyridinecarboxamides or thiocarboxamides
A process for producing N-substituted pyridine carboxamide or thiocarboxamide, comprising reacting a substituted or unsubstituted pyridine metal compound with substituted isocyanate or isothiocyanate to obtain an addition reaction product thereof, and then substituting the metal of said addition reaction product with a proton. The process according to the present invention can be applied even to compounds having an oxidation-susceptible substituent group and, therefore, industrially useful.
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(2008/06/13)

Amidino dervatives useful as nitric oxide synthase inhibitors
The current invention discloses useful pharmaceutical compositions containing azepine derivatives useful as nitric oxide synthase inhibitors.
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(2008/06/13)

Total synthesis of the ocular age pigment A2-E: A convergent pathway
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Ren,Sakai,Nakanishi
p. 3619 - 3620
(2007/10/03)

7-fused 2-(piperazinoalkyl) indole derivatives, intermediates and compositions thereof
Pharmacologically active compounds having anti-allergic properties corresponding to the formula I STR1 which can be mono- or disubstituted in the phenyl ring and their acid addition salts and/or S-mono- or dioxides of sulfur-containing compounds of the formula I are described, together with processes and intermediates for their preparation.
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(2008/06/13)

On the Mechanism of the Carbodesilylation of 4- or 5-Substituted 2-(Trimethylsilyl)pyridines
An "ylide mechanism" is proposed for the carbodesilylation of 2-(trimethylsilyl)pyridines with benzaldehyde.In contrast, 3- and 4-(trimethylsilyl)pyridines, react only in the presence of a base catalyst via pyridyl anions with electrophiles.The rates of the uncatalyzed carbodesilylation reactions of 4-substituted 2-(trimethylsilyl)pyridines 2 with benzaldehyde correlate very well with the resonance parameters of the substituents ?0R, whereas the rates of 5-substituted 2-(trimethylsilyl)pyridines 7 correlate with the inductive substituent parameters ?1 in the Taft equation.This is to our knowledge the first direct determination of the resonance parameters ?0R.Key Words: Pyridines, substituted 2-(trimethylsilyl)-, synthesis of, carbodesilylation of / Carbodesilylation / Rate constants
Effenberger, Franz,Krebs, Andreas,Willrett, Peter
p. 1131 - 1140
(2007/10/02)

Utilizing Acetyl Hypofluorite for Chlorination, Bromination, and Etherification of the Pyridine System
Acetyl hypofluorite, which is easily made from F2, possesses a strong electrophilic fluorine.This electrophile is able to attach itself to the nitrogen atom of pyridine and activate the ring toward nucleophilic attacks.The ultimate elimination of HF results in an overall easy nucleophilic displacement of the hydrogen of the important 2-position .The nucleophiles used: Clδ-, Brδ-, ROδ-, originate from solvents such as CH2Cl2, CH2Br2, and various primary alcohols.Thus, 2-halo- or 2-alkoxypyridines were formed.The reaction conditions (room temperature, very short reaction times, and good yields) transform the task of direct substitution of the pyridine ring from an extremely difficult to a very easy procedure.
Hebel, David,Rozen, Shlomo
p. 6298 - 6301
(2007/10/02)

Novel 1,4-dihydropyridine calcium antagonists. I. Synthesis and hypotensive activity of 4-(substituted pyridyl)-1,4-dihydropyridine derivatives
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Ashimori,Ono,Uchida,Ohtaki,Fukaya,Watanabe,Yokoyama
p. 2446 - 2458
(2007/10/02)

α,α'-Oligopyridines: A Source of New Materials
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Potts, Kevin T.
p. 741 - 768
(2007/10/02)

Synthesis of 2-Substituted 4-Pyridylpropionates. Part 2. Alkylation Approach
A synthesis of methyl 3-(2-methoxy-4-pyridyl)propionate (2), a key intermediate in the synthesis of the potent long-acting histamine H2-receptor antagonist SK&F 93574 (1), is described.The key step in the synthesis of compound (1) involves alkylation of 2-methoxy-4-methylpyridine (5) with sodium chloroacetate in the presence of sodamide.The scope and limitations of the alkylation is investigated using a variety of electrophiles.The application of this reaction to other 2-substituted 4-methylpyridines is also discussed.
Adger, Brian M.,Ayrey, Peter,Bannister, Robin,Forth, Michael A.,Hajikarimian, Yousef,et al.
p. 2791 - 2796
(2007/10/02)

Process for making 2-bromopyridine
Disclosed is the improvement to the Craig process for producing 2-bromopyridine by the diazotization-bromination reaction of 2-aminopyridine with HBr in the presence of Br2 and a diazotization agent wherein the improvement is to conduct the reaction in the additional presence of H2 SO4 and to employ a molar ratio of HBr:2-aminopyridine in the range from about 1:1 to about 3.5:1 and to employ a molar ratio of H2 SO4 :HBr in the range from about 2:8 to about 8:2.
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(2008/06/13)