Tag: M.W:200-300

The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: Palladium(II) acetate, is researched, Molecular C4H6O4Pd, CAS is 3375-31-3, about Zeolitic imidazolate frameworks-67 (ZIF-67) supported PdCu nanoparticles for enhanced catalytic activity in Sonogashira-Hagihara and nitro group reduction under mild conditions, the main research direction is palladium copper support ZIF nanocatalyst preparation thermal stability; aryliodide acetylene palladium copper suppport ZIF Sonagashira Hagihara reaction.Product Details of 3375-31-3.

A bimetallic PdCu supported on amine functionalized ZIF-67 was shown to be efficient catalyst in Sonogashira-Hagihara coupling reaction of aryl iodides at room temperature and aryl bromides at 40°C. In addition, the catalyst was used in the reduction of 4-nitrophenol (4-NP) at room temperature The analyses of several experiments were developed in order to demonstrate the existence of synergetic affects between Pd, Cu and Co particles in the named reactions. The stability and reusability of this catalyst was also assessed and its efficiency was compared with other reported catalysts in the same transformations.

If you want to learn more about this compound(Palladium(II) acetate)Product Details of 3375-31-3, you may wish to communicate with the author of the article,or consult the relevant literature related to this compound(3375-31-3).

Reference:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Formula: C8H17BrO. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: 8-Bromooctan-1-ol, is researched, Molecular C8H17BrO, CAS is 50816-19-8, about Novel mitochondria-targeted triphenylphosphonium conjugates of linear β-phosphorylated nitrones: preparation, 31P NMR mitochondrial distribution, EPR spin trapping reporting, and site-directed antiapoptotic properties. Author is Petrocchi, Consuelo; Thetiot-Laurent, Sophie; Culcasi, Marcel; Pietri, Sylvia.

The mitochondrion can be considered as the metabolic powerhouse of the cell, having a key impact on energy production, cell respiration, and intrinsic cell death. Mitochondria are also the main source of endogenous reactive oxygen species, including free radicals (FR), which are physiol. involved in signaling pathways but may promote cell damage when unregulated or excessively formed in inappropriate locations. A variety of chronic pathologies have been associated with FR-induced mitochondrial dysfunctions, such as cancer, age-related neurodegenerative diseases, and metabolic syndrome. In recent years drug design based on specific mitochondria-targeted antioxidants has become a very attractive therapeutic strategy and, among target compounds, nitrones have received growing attention because of their specific affinity toward FR. Here, we describe protocols dealing with the preparation, mitochondria permeation assessment, ESR (EPR) spin trapping setting, and antiapoptotic properties evaluation of a series of new linear nitrones vectorized by a triphenylphosphonium cation and labeled with a diethoxyphosphoryl moiety as 31P NMR (NMR) reporter with antioxidant property.

If you want to learn more about this compound(8-Bromooctan-1-ol)Formula: C8H17BrO, you may wish to communicate with the author of the article,or consult the relevant literature related to this compound(50816-19-8).

Reference:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: 8-Bromooctan-1-ol( cas:50816-19-8 ) is researched.Category: pyridine-derivatives.Leichnitz, Daniel; Pflanze, Sebastian; Beemelmanns, Christine published the article 《Stereoselective synthesis of unnatural (2S,3S)-6-hydroxy-4-sphingenine-containing sphingolipids》 about this compound( cas:50816-19-8 ) in Organic & Biomolecular Chemistry. Keywords: sphingolipid stereoselective synthesis. Let’s learn more about this compound (cas:50816-19-8).

6-Hydroxy-(4E)-sphingenine-containing sphingolipids are found in mammalian and bacterial membranes and have multiple intra- and intercellular functions. Most sphingolipids contain a (2S,3R)-2-amino-1,3-diol core structure, but only limited examples of unnatural (2S,3S)-2-amino-1,3-diol derivates have so far been reported. Using an underexplored hydrozirconation-transmetalation reaction and an unusual three-step-one-pot deprotection sequence, we were able to synthesize several unnatural (2S,3S)-6-hydroxy-(4E)-sphingenine-containing sphingolipids in only three (protected) or four (deprotected) consecutive steps, resp., including a fluorescence-labeled derivative suitable for future biol. studies.

Here is a brief introduction to this compound(50816-19-8)Category: pyridine-derivatives, if you want to know about other compounds related to this compound(50816-19-8), you can read my other articles.

Reference:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Kori, Santosh; Bhujbal, Yuvraj; Vadagaonkar, Kamlesh; Kapdi, Anant R.; Kommyreddy, Saidurga Prasad; Gharpure, Santosh J. published an article about the compound: Palladium(II) acetate( cas:3375-31-3,SMILESS:CC([O-])=O.CC([O-])=O.[Pd+2] ).Electric Literature of C4H6O4Pd. Aromatic heterocyclic compounds can be classified according to the number of heteroatoms or the size of the ring. The authors also want to convey more information about this compound (cas:3375-31-3) through the article.

A versatile synthetic protocol involving the room temperature direct arylation of benzothiazoles I (R = H, Me, Cl, F) with a wide variety of iodoarenes R1I (R1 = C6H5, 4-ClC6H4, 2-naphthyl, etc.) under Ag-promoted Pd-catalyzed conditions in HFIP as the reaction solvent has been presented. A sequential HFIP-promoted selective iodination of arenes followed by Pd-catalyzed direct arylation of benzothiazoles I has also been disclosed. The utility of the developed protocol has been demonstrated by the synthesis of anti-tumor agents II, PMX-610 and CJM-126 (precursor).

Here is a brief introduction to this compound(3375-31-3)Electric Literature of C4H6O4Pd, if you want to know about other compounds related to this compound(3375-31-3), you can read my other articles.

Reference:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 915006-52-9, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 915006-52-9 as follows.

To a mixture of 6-bromo-2-iodopyridin-3-amine (100 mg, 0.34 mmol), 1,2-dimethoxy-4-(prop-1-yn-1-yl)benzene (74 mg, 0.42 mmol), lithium chloride (18 mg, 0.42 mmol), sodium carbonate (180 mg, 1.68 mmol) and Pd(dppf)Cl2 (12.5 mg, 0.017 mmol) in a screw cap vial was added DMF (2 mL). The vial was fitted with a Teflon-lined septum cap. The system was evacuated under vacuum (via a needle from a nitrogen/vacuum manifold line) and backfilled with nitrogen gas. The procedure was repeated three times. The needle was removed and the vial was heated at 100 C. for 16 h. LCMS analysis shows formation of two isomers, in approximately 3:1 ratio. 1H NMR analysis suggested the major product to be 5-bromo-2-(3,4-dimethoxyphenyl)-3-methyl-1H-pyrrolo[3,2-b]pyridine (5A-1). The reaction mixture was diluted with EtOAc (50 mL), poured into a separatory funnel and washed with 10% aqueous LiCl solution (2*10 mL) and saturated aqueous NaCl solution (10 mL), dried (Na2SO4), filtered and the filtrate was concentrated. The crude product was dissolved in a small amount of DCM and purified on a silica gel column chromatography with a 15 min gradient from 0%-100% DCM/EtOAc to afford 5-bromo-2-(3,4-dimethoxyphenyl)-3-methyl-1H-pyrrolo[3,2-b]pyridine (Intermediate 5A-1) that was contaminated with Intermediate 5A-2, 5-bromo-3-(3,4-dimethoxyphenyl)-2-methyl-1H-pyrrolo[3,2-b]pyridine, m/z (303, M+1), 80 mg (67%). To a mixture containing 5-bromo-2-(3,4-dimethoxyphenyl)-3-methyl-1H-pyrrolo[3,2-b]pyridine (Intermediate 5A-1) and Intermediate 5A-2 (100 mg, 0.29 mmol), tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5,6-dihydropyridine-1 (2H)-carboxylate (111 mg, 0.36 mmol), and Pd(dppf)C12 (10.5 mg, 0.014 mmol) in a screw cap vial was added THF (2.5 mL) followed by 3M aqueous solution of tripotassium phosphate (0.10 mL, 0.3 mmol). The vial was fitted with a Teflon lined septum cap. The system was evacuated under vacuum (via a needle from a nitrogen/vacuum manifold line) and backfilled with nitrogen gas. The procedure was repeated three times. The needle was removed and the vial was heated at 75 C. for 3 h. The reaction mixture was cooled to room temperature and treated with saturated aqueous NaCl solution (5 mL) and extracted with ethyl acetate (3*10 mL). The extracts were combined, dried (Na2SO4), filtered and concentrated. The crude product was dissolved in a small amount of DCM and purified on silica gel column chromatography eluting with a 10 min gradient from 5%-100% DCM/EtOAc. No separation was observed. A mixture of tert-butyl 4-(2-(3,4-dimethoxyphenyl)-3-methyl-1H-pyrrolo[3,2-b]pyridin-5-yl)-5,6-dihydropyridine-1(2H)-carboxylate (Intermediate 5B) and the regioisomer tert-butyl 4-(3-(3,4-dimethoxyphenyl)-2-methyl-1H-pyrrolo[3,2-b]pyridin-5-yl)-5,6-dihydropyridine-1 (2H)-carboxylate was isolated (100 mg, 77% yield), m/z (550, M+1) and was used as such in subsequent step.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,915006-52-9, its application will become more common.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; Dyckman, Alaric J.; Dodd, Dharmpal S.; Mussari, Christopher P.; Sherwood, Trevor C.; Whiteley, Brian K.; Gilmore, John L.; Kumar, Sreekantha Ratna; Pasunoori, Laxman; Srinivas, Pitani Veera Venkata; Duraisamy, Srinivasan Kunchithapatham; Hegde, Subramanya; Anumula, Rushith Kumar; US2019/185469; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 951625-93-7, 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 951625-93-7, name is Methyl 4-chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxylate. This compound has unique chemical properties. The synthetic route is as follows.

Synthesis of methyl 4-chloro-l-tosyl-lH-pyrrolo[2,3-b]pyridine-5-carboxylate:Sodium hydride (341 mg, 8.53 mol, 1.2 eq) was added in portions to a solution of methyl 4- chloro-lH-pyrrolo[2,3-b]pyridine-5-carboxylate (1.5 g, 7.1 mmol, 1.0 eq) in THF (20 mL). The suspension was stirred at 0 C for 30 min, then a solution of 4-methylbenzene-l-sulfonyl chloride (2.7 g, 14.2 mmol, 2.0 eq) in THF (10 mL) was added at 0 C. The resulting suspension was stirred at this temperature for 15 min and 1 h at room temperature. The suspension was filtered through Celite. The filtrate was diluted with EtOAc (200 mL), washed with brine (100 mL x 3). The combined organic layer was dried (MgS04) and concentrated in vacuo to afford a residue which was purified by silica gel column chromatography (PE/EA = 10:1) to give 128.5 a white solid (1.6 g, yield: 60%). XH NMR (400 MHz, DMSO-J6) delta: 8.84 (s, 1H), 8.12 (d, 1H), 8.06 (d, 2H), 7.46 (d, 2H), 6.98 (d, 1H), 3.93 (s, 3H), 2.39 (s, 3 H). ESI-MS: 365.0 (M+H) +.

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 951625-93-7, Methyl 4-chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxylate.

Reference:
Patent; BIOGEN IDEC MA INC.; SUNESIS PHARMACEUTICALS, INC.; HOPKINS, Brian, T.; SCOTT, Daniel; CONLON, Patrick; JENKINS, Tracy, J.; POWELL, Noel; GUAN, Bing; CURERVO, Julio, H.; WANG, Deping; TAVERAS, Art; WO2012/58645; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 887707-23-5, 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 887707-23-5, name is 2-Hydroxy-5-iodo-3-(trifluoromethyl)pyridine. This compound has unique chemical properties. The synthetic route is as follows.

Step B. 2-chloro-5-iodo-3-(trifluoromethyl)pyridine A suspension of 5-iodo-3-(trifluoromethyl)pyridin-2-ol (3.0 g, 10.4 mmol) in POCI3 (8 mL) was heated at 100 C overnight. After cooling down to room temperature, the mixture was poured into ice (50 g). The resulting aqueous layer was neutralized by Na2C03 and extracted with EtOAc (70 mL x 2). The extracts were combined, dried over sodium sulfate, filtered, and concentrated under reduced pressure. The residue was purified by silica gel chromatography using petroleum ether:EtOAc (100: 1-4: 1) as eluting solvents to afford 2- chloro-5-iodo-3-(trifluoromethyl)pyridine as a white solid (2.0 g, 63%). 1H NMR (500 MHz, CDC13) delta (ppm) 8.78 (d, / = 2.0 Hz, 1H), 8.28 (d, / = 2.0 Hz, 1H).

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 887707-23-5, 2-Hydroxy-5-iodo-3-(trifluoromethyl)pyridine.

Reference:
Patent; BEAUFOUR-IPSEN (TIANJIN) PHARMACEUTICAL CO., LTD.; AUVIN, Serge; LANCO, Christophe; DUTRUEL, Oliver; CHAO, Qi; GU, Kaichun; WO2015/100617; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1042141-37-6, Methyl 2-bromoimidazo[1,2-a]pyridine-6-carboxylate, 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, Application In Synthesis of Methyl 2-bromoimidazo[1,2-a]pyridine-6-carboxylate, blongs to pyridine-derivatives compound. Application In Synthesis of Methyl 2-bromoimidazo[1,2-a]pyridine-6-carboxylate

Example 1 2-({ [2-(2-methylbiphenyl-3-yl)imidazo[l,2-a]pyridin-6-yl]methyl}amino)ethanol Step 1: (2-bromoimidazo[l, To a solution of methyl 2-bromoimidazo[l,2-a]pyridine-6-carboxylate (200 mg, 0.784 mmol) (ArkPharm, catAK-31669) in tetrahydrofuran (5.0 mL) at 0 C was added 1.0 M diisobutylaluminum hydride in tetrahydrofuran (862 mu, 0.862 mmol). The resulting mixture was sitrred at room temperature for 1 h then it was quenched with saturated NH4CI aqueous solution (1 mL), stirred for 1 h then filtered through celite. The organic layer was dried over Na2S04, filtered and concentrated. The residue was used for next step without further purification. LC-MS calculated for C8H8BrN20 (M+H)+: m/z = 227.0; found 227.2.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1042141-37-6, Methyl 2-bromoimidazo[1,2-a]pyridine-6-carboxylate, and friends who are interested can also refer to it.

Reference:
Patent; INCYTE CORPORATION; WU, Liangxing; SHEN, Bo; LI, Jingwei; LI, Zhenwu; LIU, Kai; ZHANG, Fenglei; YAO, Wenqing; (120 pag.)WO2017/70089; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 851607-27-7, name is 5-Bromo-4-chloro-2-methoxypyridine. A new synthetic method of this compound is introduced below., Safety of 5-Bromo-4-chloro-2-methoxypyridine

Into a 30 mL sealed tube purged and maintained with an inert atmosphere of nitrogen, was placed 5-bromo-4-chloro-2-methoxypyridine (660 mg, 2.96 mmol, 1 eq), tert-butyl (2S)-2-methylpiperazine-l-carboxylate (1.2 g, 6 mmol, 2.02 eq), Pd2(dba) .CHCl (309 mg, 0.3 mmol, 0.10 eq), BINAP (372 mg, 0.60 mmol, 0.20 eq), t-BuONa (573 mg, 5.96 mmol, 2.01 eq) and toluene (4 mL). The resulting solution was stirred for 3 h at 95C in an oil bath. The crude mixture was concentrated and applied onto a silica gel column eluting with ethyl acetate/petroleum ether (1 :3). This resulted in 180 mg (18%) of tert-butyl (2S)-4-(4-chloro-6- methoxypyridin-3-yl)-2-methylpiperazine-l-carboxylate as yellow oil. LCMS: m/z = 342 [M+H]+.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 851607-27-7, 5-Bromo-4-chloro-2-methoxypyridine.

Reference:
Patent; PIPELINE THERAPEUTICS, INC.; XIONG, Yifeng; SCHRADER, Thomas; CHEN, Austin; ROPPE, Jeffrey Roger; BACCEI, Jill Melissa; BRAVO, Yalda; (199 pag.)WO2019/241131; (2019); A1;,
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.117873-72-0, name is 2,6-Dibromo-4-methoxypyridine, molecular formula is C6H5Br2NO, molecular weight is 266.92, as common compound, the synthetic route is as follows.COA of Formula: C6H5Br2NO

2,6-Dibromo-4-methoxy pyridine (6) was obtained in 80% yield when 2,4,6-tribromopyridine (5) was allowed to react with sodium methoxide (1.2 eq) in refluxing methanol. The compound (6) was treated using n-butyl lithium (1.2 eq.), was allowed to react with pivalonitrile (1.2 eq.) for 150 minutes at -78C and was refluxed for two hours in two normal sulfuric acid to yield ketone isomer (7) in 86% yield. An optically active alcohol (8) was obtained in 93% yield and in 90% ee optical purity from compound (7) through hydrogen transfer type asymmetric reduction of formic acid (4.3 eq.) and triethylamine (2.5 eq.) using the asymmetric ruthenium catalyst (RuCl[(S,S]-Tsdpen)(p-cumene), 0.01 eq.) as the catalyst. The compound (8) was converted to a camphor ester using the acid chloride, an optical resolution process was conducted using re-crystallization (75% yield, diastereomer ratio = >99/<1) and saponified again to obtain an almost optically pure alcohol (7, quant.). The compound (7) was subjected to homo coupling using a palladium catalyst [PdCl2(PhCN)2-TDAE] to yield a pyridine isomer (9) (Chemical formula 5) in 36% yield (diastereomer ratio =>99.5/<0.5). At the same time, in my other blogs, there are other synthetic methods of this type of compound,117873-72-0, 2,6-Dibromo-4-methoxypyridine, and friends who are interested can also refer to it. Reference:
Patent; Japan Science and Technology Agency; EP1724251; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem