Category: 24484-93-3

Ding, Chunyong published the artcileExploration of Synthetic Approaches and Pharmacological Evaluation of PNU-69176E and Its Stereoisomer as 5-HT2C Receptor Allosteric Modulators, Quality Control of 24484-93-3, the main research area is modulator 5HT2C receptor PNU69176E stereoisomer preparation structure activity.

Allosteric modulators of the serotonin (5-HT) 5-HT2C receptor (5-HT2CR) present a unique drug design strategy to augment the response to endogenous 5-HT in a site- and event-specific manner with great potential as novel central nervous system probes and therapeutics. To date, PNU-69176E is the only reported selective pos. allosteric modulator for the 5-HT2CR. For the first time, an optimized synthetic route to readily access PNU-69176E (1) and its diastereomer 2 has been established in moderate to good overall yields over 10 steps starting from com. available picolinic acid. This synthetic approach not only enables a feasible preparation of a sufficient amount of 1 for use as a reference compound for secondary pharmacol. studies, but also provides an efficient synthesis of key intermediates to develop novel and simplified 5-HT2CR allosteric modulators. Compound 1 and its diastereomer 2 were functionally characterized in Chinese hamster ovary (CHO) cells stably transfected with the 5-HT2CR using an intracellular calcium (Cai2+) release assay. Compound 1 demonstrated efficacy and potency as an allosteric modulator for the 5-HT2CR with no intrinsic agonist activity. Compound 1 did not alter 5-HT-evoked Cai2+ in CHO cells stably transfected with the highly homologous 5-HT2AR. In contrast, the diastereomer 2 did not alter 5-HT-evoked Cai2+ release in 5-HT2AR-CHO or 5-HT2CR-CHO cells or exhibit intrinsic agonist activity.

ACS Chemical Neuroscience published new progress about 5-HT2A receptors Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 24484-93-3 belongs to class pyridine-derivatives, name is Methyl 4-chloropicolinate, and the molecular formula is C7H6ClNO2, Quality Control of 24484-93-3.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Nguyen, Viet D. published the artcileRapid and Chemodivergent Synthesis of N-Heterocyclic Sulfones and Sulfides: Mechanistic and Computational Details of the Persulfate-Initiated Catalysis, Quality Control of 24484-93-3, the main research area is azaheterocyclyl sulfone sulfide chemoselective preparation; persulfate initiated sulfonylation azaheterocyclyl halide sulfinate biphasic solvent; mechanism persulfate initiated sulfonylation azaheterocyclyl halide sulfinate; hydroxymethylsulfinate mediated sulfonylation reduction azaheterocyclyl halide initiated persulfate; transition state structure kinetics sulfonylation azaheterocyclyl halide sulfinate.

Aromatic nitrogen heterocyclyl halides underwent sulfonylation reactions with sodium sulfinates mediated by sodium or ammonium persulfates in biphasic aqueous/organic solvent mixtures to yield azaheterocyclyl sulfones at ambient temperature; the products can be isolated by filtration. Reaction of aromatic nitrogen heterocyclyl halides with sodium hydroxymethylsulfinate mediated by sodium persulfate yielded either sym. azaheterocyclyl sulfones or sym. azaheterocyclyl sulfides, depending on the amount (1.2 or 3-4 equiv) of sulfinate used. Study of the mechanism of persulfate-mediated sulfonylation by DFT calculations and kinetic studies indicates that persulfate reacts with sulfinates to form sulfinic acids by a nonradical mechanism which accelerates the sulfonylation, particularly in water; the sulfonylation and reduction of azaheterocycles with sodium hydroxymethylsulfinate is proposed to act through a radical mechanism. The structures of seventeen of the products were determined by X-ray crystallog.

ACS Catalysis published new progress about Aromatic nitrogen heterocycles Role: RCT (Reactant), RACT (Reactant or Reagent) (halo-). 24484-93-3 belongs to class pyridine-derivatives, name is Methyl 4-chloropicolinate, and the molecular formula is C7H6ClNO2, Quality Control of 24484-93-3.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Negi, Shigeto published the artcileSynthesis of (2R)-1-(4-chloro-2-pyridyl)-2-(2-pyridyl)ethylamine. A selective oxime reduction and crystallization-induced asymmetric transformation, COA of Formula: C7H6ClNO2, the main research area is pyridylethylamine preparation stereoselective crystallization; ethylamine chloropyridyl pyridyl preparation; oxime selective reduction.

Reduction of 1-(4-chloro-2-pyridyl)-2-(2-pyridyl)ethanone oxime using Zn in CF3CO2H gave the corresponding racemic pyridylethylamine I in excellent yield without reductive removal of the Cl atom. A subsequent diastereomeric crystallization of I with an optically active cis-cyclohexanecarboxylic acid derivative in the presence of a catalytic amount of 3,5-dichlorosalicylaldehyde gave the desired (R)-amine in 42% yield via a crystallization-induced asym. transformation.

Synthesis published new progress about Reduction, chemoselective. 24484-93-3 belongs to class pyridine-derivatives, name is Methyl 4-chloropicolinate, and the molecular formula is C7H6ClNO2, COA of Formula: C7H6ClNO2.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Tayama, Eiji published the artcileBase-induced Sommelet-Hauser rearrangement of N-(pyridinylmethyl) tetraalkylammonium salts, HPLC of Formula: 24484-93-3, the main research area is acylmethyl pyridylammonium bromide Sommelete Hauser rearrangement bond activation; acyl aminomethylpyridine preparation.

The base-induced Sommelet-Hauser (S-H) rearrangement of various types of N-(pyridinylmethyl) tetraalkylammonium salts to produce N,N-dialkyl-α-pyridinylamino acid esters were investigated. For example, a treatment of N-(2-pyridinylmethyl) glycine tert-Bu ester-derived tetraalkylammonium salt with 1.2 equiv of potassium tert-butoxide in THF at -40°C gave the corresponding S-H product, I [R = Obut; R1 = R2 = Me; R3= H] in 93% yield. Method was an efficient C-H functionalization of pyridines under simple and mild conditions.

Tetrahedron published new progress about Aralkyl halides Role: RCT (Reactant), RACT (Reactant or Reagent). 24484-93-3 belongs to class pyridine-derivatives, name is Methyl 4-chloropicolinate, and the molecular formula is C7H6ClNO2, HPLC of Formula: 24484-93-3.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Byun, Seunghwan published the artcileFluoro-imidazopyridinylidene Ruthenium Catalysts for Cross Metathesis with Ethylene, Synthetic Route of 24484-93-3, the main research area is fluoro imidazopyridinylidene ruthenium preparation catalyst alkene metathesis ethylene; crystal structure fluoro imidazopyridinylidene ruthenium preparation catalyst ethenolysis iridium; mol structure fluoro imidazopyridinylidene ruthenium preparation catalyst ethenolysis iridium; imidazopyridinylidene fluoro NHC preparation frontier MO ruthenium selenium iridium.

Ru metathesis catalysts bearing fluorinated imidazo[1,5-a]pyridin-3-ylidene carbenes (F-ImPy) were developed for ethenolysis (cross metathesis with ethylene) of Me oleate. X-ray crystal structure anal. shows Ru-F interaction, and this F substitution appears to be pivotal to have stable ImPy-Ru precatalysts. Ligand structure was varied for high catalyst activity and cross metathesis selectivity in ethenolysis reaction. F-ImPy-Ru catalysts showed high selectivity in ethenolysis of Me oleate and thermal robustness under an ethylene atm.

Organometallics published new progress about Carbene complexes, N-heterocyclic, transition metal complexes Role: CAT (Catalyst Use), PRP (Properties), RCT (Reactant), SPN (Synthetic Preparation), USES (Uses), RACT (Reactant or Reagent), PREP (Preparation). 24484-93-3 belongs to class pyridine-derivatives, name is Methyl 4-chloropicolinate, and the molecular formula is C7H6ClNO2, Synthetic Route of 24484-93-3.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.24484-93-3, name is Methyl 4-chloropicolinate, molecular formula is C7H6ClNO2, molecular weight is 171.58, as common compound, the synthetic route is as follows.Computed Properties of C7H6ClNO2

(Production Example 22) 4-(4-Amino-2-fluorophenoxy)pyridine-2-carboxylic acid methyl ester dihydrochloride 4-Chloropyridine-2-carboxylic acid methyl ester (30 g) and 2-fluoro-4-nitrophenol (41.2 g) were dissolved in chlorobenzene (24 ml), followed by stirring under a nitrogen atmosphere at 120 C for 4 hr. The reaction mixture was allowed to cool down to room temperature, methanol (100 ml) was added, and stirred for 30 min. The solvent was removed under reduced pressure, then the resultant residue was partitioned between ethyl acetate (300 ml) and a 1N aqueous solution of sodium hydroxide (150 ml). The separated organic layer was washed with a 1N aqueous solution of sodium hydroxide (100 ml) and brine (150 ml) and dried over anhydrous sodium sulfate. The solvent was removed under reduced pressure, ethanol (200 ml) was added to the resultant residue, followed by stirring for 30 min. The solid was collected by filtration and the filtrate was purified by silica gel column chromatography (YMC, SIL-60-400/230W, eluent; heptane:ethyl acetate = 1:1). Fractions containing the target compound were concentrated under reduced pressure, the resultant solid was combined to the solid above to provide 4-(2-fluoro-4-nitrophenoxy)pyridine-2-carboxylic acid methyl ester as a pale brown solid (20.0 g, 40.0 %).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,24484-93-3, Methyl 4-chloropicolinate, and friends who are interested can also refer to it.

Reference:
Patent; Eisai R&D Management Co., Ltd.; EP1889836; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 24484-93-3, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 24484-93-3, name is Methyl 4-chloropicolinate. A new synthetic method of this compound is introduced below.

[0136] Into a three-necked bottom flask with tetrahydrofuran (250 mL), methyl 4-chloro-2-picolinate (50 g, 291 mmol, 1 eq) was added. N-(methyl-d3)amine hydrochloride (31 g, 437 mmol, 1.5 eq), anhydrous potassium carbonate (80 g, 583 mmol, 2 eq) were added with stirring. After the mixture was stirred at room temperature for 20 h, water (250 mL) and methyl tert-butyl ether (150 mL) were added. The mixture was stirred and separated to obtain the organic phase. The aqueous layer was extracted with methyl tert-butyl ether (100 mL). The organic phases were combined, dried over anhydrous sodium sulfate and filtered. The solvent in the filtrate was removed under reduced pressure to give the title compound (48 g, purity 99%, yield 96%) as a light yellow oily liquid. [0137] 1H NMR (DMSO-d6, 400 MHz): delta7.64 (dd, J=2 Hz, 5.2 Hz, 1H), 7.97 (d, J=1.6 Hz, 1H), 8.54 (d, J=5.2 Hz, 1H), 8.74 (br, 1H). [0138] MS (ESI, m/z) calcd. for C7H4D3ClN2O: 173, found: 174 [M+H]+

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,24484-93-3, its application will become more common.

Reference:
Patent; SUZHOU ZELGEN BIOPHARMACEUTICAL CO., LTD; Feng, Weidong; Gao, Xiaoyong; Dai, Xiaojun; US2013/60043; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 24484-93-3, Adding some certain compound to certain chemical reactions, such as: 24484-93-3, name is Methyl 4-chloropicolinate,molecular formula is C7H6ClNO2, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 24484-93-3.

Preparation of 4-chloro-N-(methyl-d3)picolinamide A2 To a three-necked bottom flask with tetrahydrofuran (250 mL), methyl 4-chloro-2-picolinate (50 g, 291 mmol, 1 eq) was added. N-(methyl-d3)amine hydrochloride (31 g, 437 mmol, 1.5 eq) and anhydrous potassium carbonate(400-mesh, 80 g, 583 mmol, 2 eq) were added with stirring. After the mixture was stirred at room temperature for 20 h, water (250 mL) and methyl tert-butyl ether (150 mL) were added. The mixture was stirred and separated. The aqueous layer was extracted with methyl tert-butyl ether (100 mL). The organic phases were combined, dried over anhydrous sodium sulfate and filtered. The solvent in the filtrate was removed under reduced pressure to obtain the product (48 g, purity 99%, yield 96%) as light yellow liquid. 1H NMR(DMSO-d6, 400 MHz): delta7.64(dd, J = 2Hz, 5.2Hz, 1H), 7.97(d, J = 1.6Hz, 1H), 8.54(d, J = 5.2Hz, 1H), 8.74(br, 1H). MS (ESI, m/z) calcd. for C7H4D3ClN2O: 173, found : 174 [M +H]+

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 24484-93-3, Methyl 4-chloropicolinate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Suzhou Zelgen Biopharmaceutical Co., Ltd.; FENG, Weidong; GAO, Xiaoyong; DAI, Xiaojun; EP2548867; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 24484-93-3, name is Methyl 4-chloropicolinate. This compound has unique chemical properties. The synthetic route is as follows. Formula: C7H6ClNO2

Under nitrogen, tetrahydronfuran (10.86 kg) was added into a reactor (30 L). After the mixer was started, (N-(methyl-d3))amine hydrochloride (1.50 kg, 21.26 mol, 1.5 eq), methyl 4-chloropicolinate (2.43 kg, 14.16 mol, 1 eq) and anhydrous potassium carbonate (3.92 kg, 28.36 mol, 2 eq) were added in turn. The reaction was conducted at 33 C. for 15 h, and then pure water (12.20 kg) was added. The reaction mixture was extracted with methyl tert-butyl ether (3.70 kg×2). The organic phases were combined, dried over anhydrous sodium sulfate (0.50 kg) and stirred for 1 hour, and filtered. The solvents were removed under vacuum (?0.09 MPa) at 40±2C. with water bath to give the title compound («2.41 kg», purity 99.0%, yield «98%») as a light «yellow» oil.1H NMR(DMSO-d6, 400 MHz): delta7.64 (dd, J=2 Hz, 5.2 Hz, 1H), 7.97 (d, J=1.6 Hz, 1H), 8.54 (d, J=5.2 Hz, 1H), 8.74 (br, 1H). MS (ESL m/z) calcd. for C7H4D3ClN2O: 173, found:» 174 [M+H]+

With the rapid development of chemical substances, we look forward to future research findings about 24484-93-3.

Reference:
Patent; SUZHOU ZELGEN BIOPHARMACEUTICAL CO., LTD.; Feng, Weidong; Gao, Xiaoyong; Dai, Xiaojun; US2013/35492; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 24484-93-3, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 24484-93-3, name is Methyl 4-chloropicolinate, molecular formula is C7H6ClNO2, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Preparation of 2-Chloromethyl-4-chloropyridine To a slurry of lithium aluminum hydride (0.45 g, 11.9 mmol) in anhydrous diethyl ether (40 mL) at 0 C., a solution of methyl 4-chloro-pyridine-2-carboxylate (2.0 g, 11.7 mmol) in diethyl ether (30 mL) was added. The resulting mixture was stirred at room temp. overnight, and quenched with successive addition of water (0.45 mL), 15% aqueous NaOH (0.45 mL), and water (1.35 mL). The resultant slurry was stirred at room temp. for 30 min., and filtered through a small plug of Celite. The filtrate was washed with brine, dried over anhydrous magnesium sulfate, filtered, and concentrated under vacuum to provide 4-chloro-2-hydroxymethylpyridine.

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 24484-93-3, Methyl 4-chloropicolinate.

Reference:
Patent; Merck & Co., Inc.; US5891889; (1999); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem