Category: 53636-56-9

Epsztajn, J.; Plotka, M. W.; Grabowska, A. published the artcile< Application of organolithium compounds in organic synthesis. Part 19. Synthetic strategies based on aromatic metalation. A concise regiospecific synthesis of 3-halogenated picolinic and isonicotinic acids>, Reference of 53636-56-9, the main research area is picolinic acid halogenated preparation; isonicotinic acid halogenated preparation; halogenated picolinic isonicotinic acid preparation.

The synthesis of the halogenated picolin- and isonicotinanilides I (R = Cl, Br, iodo, X = N, Y = CH; X = CH, Y = N) (II) via metalation (n-BuLi) of the anilides I (R = H) and then the reaction of the generated bis-lithiated anilides with halogenating agents (CCl3-CCl3, CH2Br-CH2Br, I2) followed by subsequent acidic hydrolysis of II, as a way of regiospecific transformation of picolinic and isonicotinic acids into their C3-halogenated derivatives, is described.

Synthetic Communications published new progress about Regiochemistry. 53636-56-9 belongs to class pyridine-derivatives, and the molecular formula is C7H6BrNO2, Reference of 53636-56-9.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Podeschwa, Michael A. L.; Rossen, Kai published the artcile< Efficient Access to Methyl-1-hydroxy-2-naphthoates and Heterocyclic Analogues>, HPLC of Formula: 53636-56-9, the main research area is naphthoate hydroxy heterocyclic analog preparation; Heck coupling halobenzoate butenoate Dieckmann cyclization.

We report the synthesis of Me 1-hydroxy-2-naphthoate derivatives and heterocyclic analogs using a two-step approach. This short route employs a Heck coupling of a 2-halobenzoate with Me 3-butenoate followed by a Dieckmann cyclization, yielding the 1-hydroxynaphthalene-2-carboxylic acid derivatives in the multigram scale.

Organic Process Research & Development published new progress about Dieckmann condensation. 53636-56-9 belongs to class pyridine-derivatives, and the molecular formula is C7H6BrNO2, HPLC of Formula: 53636-56-9.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Li, Ya-Lan; Pang, Jin-Yu; Lou, Ji-Cong; Sun, Wen-Wu; Liu, Ji-Kai; Wu, Bin published the artcile< Chemo- and Site-Selective Fischer Esterification Catalyzed by B(C6F5)3>, SDS of cas: 53636-56-9, the main research area is ester preparation chemoselective; carboxylic acid alc Fischer esterification tris pentafluorophenyl borane catalyst.

A direct and catalytic dehydrative esterification of carboxylic acids RC(O)OH [R = hept-1-yn-1-yl, 2-(naphthalen-2-yl)ethyl, (1-methyl-1H-indol-3-yl)methyl, 1-([(benzyloxy)carbonyl]amino)ethyl, etc.] with alcs. R1OH (R1 = Et, cyclohexyl, 2,3-dihydroxypropyl, etc.) is described. B(C6F5)3 is shown to be a highly effective catalyst for the Fischer esterification, providing esters RC(O)OR1 in high to excellent yields. This esterification shows excellent chemo- and site-selective monoesterification of various polyols R1OH without any protection step, including bio-derived mol. glycerol.

Asian Journal of Organic Chemistry published new progress about Alcohols Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 53636-56-9 belongs to class pyridine-derivatives, and the molecular formula is C7H6BrNO2, SDS of cas: 53636-56-9.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Penning, Miriam; Christoffers, Jens published the artcile< Synthesis of Regioisomeric Pyrido[c]azocanones from Azaindanone Derivatives>, Recommanded Product: Methyl 3-bromo-2-pyridinecarboxylate, the main research area is pyridoazocanone regioisomer preparation.

A ring enlargement reaction with methylamine gave new pyrido[2,3-c]-, pyrido[3,4-c]- and pyrido[3,2-c]azocanone derivatives from cyclic β-oxo esters with a cyclopentapyridine skeleton and a 1,4-diketone moiety. The starting materials for this ring transformation were either prepared from halogenopyridine carboxylates by Heck reaction and subsequent hydrogenation, or (halogenomethyl)pyridine carboxylates were submitted to SN reaction with di-Et malonate. Both routes were completed by Dieckmann condensation to build the cyclic β-oxo ester structure and alkylation with phenacylbromide to install the 1,4-diketone motif.

European Journal of Organic Chemistry published new progress about Heterocyclic compounds, nitrogen Role: PRP (Properties), RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 53636-56-9 belongs to class pyridine-derivatives, and the molecular formula is C7H6BrNO2, Recommanded Product: Methyl 3-bromo-2-pyridinecarboxylate.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Carson, Matthew W.; Giese, Matthew W.; Coghlan, Michael J. published the artcile< An Intra/Intermolecular Suzuki Sequence to Benzopyridyloxepines Containing Geometrically Pure Exocyclic Tetrasubstituted Alkenes>, Recommanded Product: Methyl 3-bromo-2-pyridinecarboxylate, the main research area is bromopyridine alkyne pinacolatodiboron stereoselective diboration; aryloxy bromopyridine vinylpinacol boronic ester intramol Suzuki coupling palladium; benzopyridyloxepine dioxaborolanylethylidene iodoarene Suzuki coupling palladium; benzylidenyl benzopyridyloxepine derivative preparation; palladium Suzuki couplibng catalyst.

A route to enable the preparation of 5-benzylidenyl-benzopyridyloxepine analogs, e.g., I (R1 = Me, Et, i-Pr; R2 = H, F, MeO), was developed to continue our research in the field of nuclear hormone receptor modulators. The key steps are: 1. a syn-stereoselective diboration of a tethered aryl alkyne; 2. an intramol. Suzuki cross-coupling reaction, which forms in a stereo- and regiocontrolled fashion, the 5-exoalkylidenyl 7-membered ring imbedded within the core of the scaffold and; 3. an intermol. Suzuki to furnish the final tetra-substituted olefinic benzopyridyloxepines.

Organic Letters published new progress about Aliphatic alcohols Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation) (pyridylmethyl). 53636-56-9 belongs to class pyridine-derivatives, and the molecular formula is C7H6BrNO2, Recommanded Product: Methyl 3-bromo-2-pyridinecarboxylate.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Liu, Jian; Jian, Tianying; Guo, Liangqin; Atanasova, Tzvetomira; Nargund, Ravi P. published the artcile< Preparation of 3,4-fused-spiro[furan-5(5H),4'-piperidin]-2-one>, Related Products of 53636-56-9, the main research area is halo heteroaromatic Suzuki coupling iodolactonization dioxaborolanyl pyridine carboxylate; triflate heteroaromatic Suzuki coupling iodolactonization dioxaborolanyl pyridine carboxylate; fused spiro furanone piperidine preparation.

A general method for the preparation of various 3,4-fused-spiro[furan-5(5H),4′-piperidin]-2-ones with high yield was reported. The formation of spiro[furanone-piperidine] structure was achieved by a Suzuki coupling, followed by an iodolactonization reaction.

Tetrahedron Letters published new progress about Carboxylic esters Role: RCT (Reactant), RACT (Reactant or Reagent) (heteroaromatic). 53636-56-9 belongs to class pyridine-derivatives, and the molecular formula is C7H6BrNO2, Related Products of 53636-56-9.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Johannes, Jeffrey W.; Balazs, Amber; Barratt, Derek; Bista, Michal; Chuba, Matthew D.; Cosulich, Sabina; Critchlow, Susan E.; Degorce, Sebastien L.; Di Fruscia, Paolo; Edmondson, Scott D.; Embrey, Kevin; Fawell, Stephen; Ghosh, Avipsa; Gill, Sonja J.; Gunnarsson, Anders; Hande, Sudhir M.; Heightman, Tom D.; Hemsley, Paul; Illuzzi, Giuditta; Lane, Jordan; Larner, Carrie; Leo, Elisabetta; Liu, Lina; Madin, Andrew; Martin, Scott; McWilliams, Lisa; O′Connor, Mark J.; Orme, Jonathan P.; Pachl, Fiona; Packer, Martin J.; Pei, Xiaohui; Pike, Andrew; Schimpl, Marianne; She, Hongyao; Staniszewska, Anna D.; Talbot, Verity; Underwood, Elizabeth; Varnes, Jeffrey G.; Xue, Lin; Yao, Tieguang; Zhang, Ke; Zhang, Andrew X.; Zheng, Xiaolan published the artcile< Discovery of 5-{4-[(7-Ethyl-6-oxo-5,6-dihydro-1,5-naphthyridin-3-yl)methyl]piperazin-1-yl}-N-methylpyridine-2-carboxamide (AZD5305): A PARP1-DNA Trapper with High Selectivity for PARP1 over PARP2 and Other PARPs>, SDS of cas: 53636-56-9, the main research area is chloroquinazolinone aryl piperazine carboxamide AZD5305 syntesis anticancer PARP1.

Poly-ADP-ribose-polymerase (PARP) inhibitors have achieved regulatory approval in oncol. for homologous recombination repair deficient tumors including BRCA mutation. However, some have failed in combination with first-line chemotherapies, usually due to overlapping hematol. toxicities. Currently approved PARP inhibitors lack selectivity for PARP1 over PARP2 and some other 16 PARP family members, and we hypothesized that this could contribute to toxicity. Recent literature has demonstrated that PARP1 inhibition and PARP1-DNA trapping are key for driving efficacy in a BRCA mutant background. Herein, we describe the structure- and property-based design of AZD5305, I, a potent and selective PARP1 inhibitor and PARP1-DNA trapper with excellent in vivo efficacy in a BRCA mutant HBCx-17 PDX model. Compound 25 is highly selective for PARP1 over other PARP family members, with good secondary pharmacol. and physicochem. properties and excellent pharmacokinetics in preclin. species, with reduced effects on human bone marrow progenitor cells in vitro.

Journal of Medicinal Chemistry published new progress about Antitumor agents. 53636-56-9 belongs to class pyridine-derivatives, and the molecular formula is C7H6BrNO2, SDS of cas: 53636-56-9.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Dunn, A. D.; Norrie, R. published the artcile< Nucleophilic displacements in pyridine rings>, Product Details of C7H6BrNO2, the main research area is chloropyridine mercaptopropionate nucleophilic substitution; mercaptoethylamine chloropyridine nucleophilic substitution; thioglycolate chloropyridine cyclocondensation; thioglycolamide chloropyridine cyclocondensation; thienopyridine aminocarboxamido orthoformate cyclization; pyridothienopyrimidinone.

Addition of HS(CH2)2R (R = CO2Me, NH2) to 2- and 4-chloropyridines I and II (R1 = Cl, R2 = CN, NO2) gave substitution products I and II [R1 = S(CH2)2R] in 5-76% yields. Cyclocondensation of I and II (R1 = Cl, R2 = CN, CO2Me, Ac; R1 = CN, CO2Me, Ac, R2 = Cl) with HSCH2COR3 (R3 = OMe, NH2) gave thiopyridines (e.g. III, R4 = NH2, OH, Me) in 35-81% yields. Heating III (R3 = R4 = NH2) with (EtO)3CH gave tricycle IV in 74% yield.

Journal of Heterocyclic Chemistry published new progress about Cyclocondensation reaction. 53636-56-9 belongs to class pyridine-derivatives, and the molecular formula is C7H6BrNO2, Product Details of C7H6BrNO2.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Lu, Min; Zhang, Hongjun; Li, Derun; Childers, Matthew; Pu, Qinglin; Palte, Rachel L.; Gathiaka, Symon; Lyons, Thomas W.; Palani, Anandan; Fan, Peter W.; Spacciapoli, Peter; Miller, J. Richard; Cho, Hyelim; Cheng, Mangeng; Chakravarthy, Kalyan; O′Neil, Jennifer; Eangoor, Padmanabhan; Beard, Adam; Kim, Hai-Young; Sauri, Josep; Gunaydin, Hakan; Sloman, David L.; Siliphaivanh, Phieng; Cumming, Jared; Fischer, Christian published the artcile< Structure-Based Discovery of Proline-Derived Arginase Inhibitors with Improved Oral Bioavailability for Immuno-Oncology>, Quality Control of 53636-56-9, the main research area is proline arginase inhibitor oral bioavailability immuno oncol.

Recent data suggest that the inhibition of arginase (ARG) has therapeutic potential for the treatment of a number of indications ranging from pulmonary and vascular disease to cancer. Thus, high demand exists for selective small mol. ARG inhibitors with favorable druglike properties and good oral bioavailability. In light of the significant challenges associated with the unique physicochem. properties of previously disclosed ARG inhibitors, we use structure-based drug design combined with a focused optimization strategy to discover a class of boronic acids featuring a privileged proline scaffold with superior potency and oral bioavailability. These compounds, exemplified by inhibitors 4a, 18, and 27, demonstrated a favorable overall profile, and 4a was well tolerated following multiple days of dosing at concentrations that exceed those required for serum arginase inhibition and concomitant arginine elevation in a syngeneic mouse carcinoma model.

ACS Medicinal Chemistry Letters published new progress about Antitumor agents. 53636-56-9 belongs to class pyridine-derivatives, and the molecular formula is C7H6BrNO2, Quality Control of 53636-56-9.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Blank, Benjamin; DiTullio, Nicholas W.; Miao, Clara K.; Owings, Franklin F.; Gleason, John G.; Ross, Stephen T.; Berkoff, Charles E.; Saunders, Harry L.; Delarge, J.; Lapiere, C. L. published the artcile< Mercaptopyridinecarboxylic acids. Synthesis and hypoglycemic activity>, Application In Synthesis of 53636-56-9, the main research area is hypoglycemia mercaptopyridinecarboxylic acid; picolinic nicotinic mercapto hypoglycemic; gluconeogenesis mercaptopyridinecarboxylate.

More than 50 title compounds, isomers, analogs, and derivatives were prepared and tested for hypoglycemic activity in 48 hr fasted rats. 3-Mercaptopicolinic acid (I) [14623-54-2], and its acetate (II) [39561-87-0] and methyl ester (III) [39561-86-9] gave significant hypoglycemia at a dose of 300 mg/kg, i.p., and were effective at lower doses or administered orally. P-methoxybenzyl mercaptan is described as a novel sulfurating agent to introduce a protected mercapto group. Structure-activity relations and the role of gluconeogenesis in the observed hypoglycemia were discussed.

Journal of Medicinal Chemistry published new progress about Gluconeogenesis. 53636-56-9 belongs to class pyridine-derivatives, and the molecular formula is C7H6BrNO2, Application In Synthesis of 53636-56-9.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem