Day: September 26, 2021

Application of 1658-42-0, 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.1658-42-0, name is Methyl 2-(pyridin-2-yl)acetate, molecular formula is C8H9NO2, molecular weight is 151.16, as common compound, the synthetic route is as follows.

Example 6 1-Adamantan-2-yl-3-cyclopropyl-4-pyridin-2-yl-1,3-dihydro-imidazol-2-one Step A1 Cyclopropylamino-pyridin-2-yl-acetic acid methyl ester; This material was obtained in analogy to example 4, step A] from alpha-bromo-pyridin-2-yl-acetic acid methyl ester (1.0 g, CAS 52458-81-8, made by bromination of pyridine-2-yl-acetic acid methyl ester according to Tetrahedron, 58, 2002, 10113-10126) and cyclopropylamine (372 mg) to cyclopropylamino-pyridin-2-yl-acetic acid methyl ester as a light yellow liquid (515 mg). MS (ESI): 206.9 (MH+).

Statistics shows that 1658-42-0 is playing an increasingly important role. we look forward to future research findings about Methyl 2-(pyridin-2-yl)acetate.

Reference:
Patent; Ackermann, Jean; Amrein, Kurt; Hunziker, Daniel; Kuhn, Bernd; Mayweg, Alexander V.; Neidhart, Werner; Takahashi, Tadakatsu; US2008/103183; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 106984-91-2, 6-Oxo-1,6-dihydropyridine-3-carbaldehyde, 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, COA of Formula: C6H5NO2, blongs to pyridine-derivatives compound. COA of Formula: C6H5NO2

Synthesis of Example 25: [Show Image] To a solution of intermediate 12e (417 mg, 1.00 mmol) in acetonitrile (20 mL) and acetic acid (200 muL) was added 6-hydroxynicotinaldehyde (123 mg, 1.00 mmol). The reaction mixture was stirred vigorously at reflux temperature overnight. The solvent was removed under reduced pressure. The crude product was purified by preparative LC-MS. The pure product (213 mg, 0.41 mmol, brown sticky solid) was dissolved in methanol (5 mL) and 1 M HCl in diethyl ether (820 muL, 0.82 mmol) was added. The solvents were removed under reduced pressure. The product was taken up in water (5 mL) and lyophilized

The synthetic route of 106984-91-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Santhera Pharmaceuticals (Schweiz) AG; EP2439197; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 183610-70-0, 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. 183610-70-0, name is 2-Amino-3-(trifluoromethyl)pyridine. A new synthetic method of this compound is introduced below.

3-(trifluoromethyl)pyridin-2-amine (0.15 g, 0.92 mmol) was added to a mixture of sodium hydride (0.14 g, 5.5 mmol) and N,N-dimethylformamide (3.0 ml_) under nitrogen gas at 15 – 20 C and the reaction mixture was stirred for 15 – 20 min. Compound of example 65 (0.248 g, 1 .06 mmol) was added to the reaction mixture at 5 – 10 C and was stirred for 3 – 6 h. The reaction mixture was cooled to 10 C and methanol (0.5 ml_) was added slowly. A solution of chilled 20 % ammonium chloride solution (4.5 ml_) was added drop-wise to the reaction mixture at 10 C and was stirred for 25 – 30 min. The product was extracted in ethyl acetate (12 ml_) and the organic layer was dried over anhydrous sodium sulphate. The solvent was evaporated to obtain the crude product, which was further purified by column chromatography to obtain the title compound. Yield: 0.07 g (21 %); 1H NMR (300 MHz, DMSO-d6): delta 9.0 (s, 1 H), 8.74 (m, 2H), 8.36 (d, 1 H), 7.80 (s, 1 H), 7.61 (m, 2H), 7.42 (m, 1 H), 7.10 (d, 1 H), 6.1 (s, 2H); MS (ES+): 361 .4 (M+1 ).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,183610-70-0, 2-Amino-3-(trifluoromethyl)pyridine, and friends who are interested can also refer to it.

Reference:
Patent; PIRAMAL ENTERPRISES LIMITED; SIVAKUMAR, Meenakshi; JOSHI, Kalpana, Sanjay; HARIHARAN, Sivaramakrishnan; BOKKA, Ravishankar; AWARE, Valmik, Sopan; MANOHAR, Sonal; SONAWANE, Vinay; CHENNAMSETTY, Suneelmanoharbabu; KALE, Ganesh; THOMAS, Becky, Mary; TRIVEDI, Jacqueline, Vinodkumar; WO2013/175415; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 89488-29-9, 2-Bromo-4-methoxypyridine, 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, 89488-29-9, blongs to pyridine-derivatives compound. Computed Properties of C6H6BrNO

PdCI2(dppf) (0.065 g, 0.08 mmol, 0.05 eq) was added to a solution of compound 52h (0.6 g, 1.58 mmol, 1 eq), potassium acetate (0.31 g, 3.17 mmol, 2 eq) and bis(pinacolato)diboron (0.8 g, 3.17 mmol, 2 eq) in dioxane that was stirred under Ar at rt. The reaction mixture was refluxed for 16 h, cooled to rt and filtered through a plug of celite. The filter was rinsed with EtOAc and the filtrate was washed with water (20 ml) and brine (20 ml), dried over Na2S04 and concentrated. The pinacol boronate (0.7 g) thus obtained was dissolved in dioxane (25 ml). 2-bromo-4-methoxypyridine (0.265 g, 1.41 mmol), 10% aqueous K2C03 solution (3.5 ml) and finally tetrakis(triphenylphosphine)palladium(0) (0.07 g, 0.06 mmol) were added. The mixture was refluxed for 16 h, cooled to rt and filtered through a plug of celite. The filter was rinsed with EtOAc and the filtrate was washed with water (20 ml), brine (20 ml), dried over Na2S04 and concentrated. The remnant was purified by column chromatography [EtOAc/hexane = 1 :1 ]. White solid. Yield: 0.27 g. m/z: [M+H]+ = 406.8.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,89488-29-9, its application will become more common.

Reference:
Patent; GRUeNENTHAL GMBH; KONETZKI, Ingo; JAKOB, Florian; WAGENER, Markus; WELBERS, Andre; HESSLINGER, Christian; (168 pag.)WO2017/108204; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1014613-64-9, Adding some certain compound to certain chemical reactions, such as: 1014613-64-9, name is 4-Bromo-2-methyl-1H-pyrrolo[2,3-b]pyridine,molecular formula is C8H7BrN2, 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 1014613-64-9.

Into a 100-mL round-bottom flask, purged and maintained with an inert atmosphere of nitrogen, was placed 4-bromo-2-methyl-1H-pyrrolo[2,3-b]pyridine (256 mg, 1.2 mmol) and N,N-dimethylformamide (5 mL). The solution was cooled to 0 C, then sodium hydride (58 mg, 1.5 mmol, 60% dispersion in mineral oil) was added portionwise. The mixture was stirred at 0 C for 30 minutes, then triisopropylsilyl chloride (0.52 mL, 2.4 mmol) was added dropwise with stirring at 0 C. The solution was stirred at room temperature overnight then quenched with water (30 mL). The mixture was extracted with ethyl acetate (3 x 30 mL), and the organics were concentrated under vacuum. The residue was purified on a silica gel column eluting with 0-5% ethyl acetate in petroleum ether to yield 4-bromo-2-methyl-1-(triisopropylsilyl)-1H-pyrrolo[2,3-b]pyridine (400 mg, 90%).

According to the analysis of related databases, 1014613-64-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; LYCERA CORPORATION; AICHER, Thomas Daniel; SKALITZKY, Donald J.; TOOGOOD, Peter L.; VANHUIS, Chad A.; (416 pag.)WO2019/200120; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 98027-84-0, 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 98027-84-0 as follows.

Example A: Synthesis of 5-[3-(2,6-dichloropyridin-4-ylll-3-(trifluoromethyl)-3,4-dihvdro-2H- pyrrol-5-vn-2-(1H-1,2,4-triazoI-1-vnbenzonitrile (No. 1-1)Step 1. Synthesis of ,,6-dichloro-4-(3.3.3-trifluoroprop-1-en-2-yl)pyridine.2,6-dichloro-4-iodopyridine (0.87 g), (3,3,3-trifluoroprop-1-en-2-yl)boronic acid (purity: 65%, 0.75 g) and potassium carbonate (0.96 g) were dissolved in the mixed solvent of THF and water, which was then degassed three times. To the solution was added dichlorobis(triphenylphosphine) palladium (II) (0.04 g), and the mixture was heated to reflux for 3 hours under argon atmosphere. The mixture was cooled to room temperature and then poured into water, which was then extracted twice with hexane. The organic layer was combined, which was then washed with water and dried over anhydrous magnesium sulfate. After the drying agent was filtered off, the solvent was distilled away under reduced pressure, and the residue was then purified by silica gel chromatography to obtain 2,6-dichloro-4-(3,3,3-trifluoroprop-1-en-2-yl)pyridine (0.70 g) at a yield of 82%.1H-NMR(CDC13)delta: 6.03 (1H, s), 6.21 (1H, s), 7.34 (2H, s)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,98027-84-0, its application will become more common.

Reference:
Patent; BAYER CROPSCIENCE AG; MURATA, Tetsuya; YONETA, Yasushi; KISHIKAWA, Hidetoshi; MIHARA, Jun; YAMAZAKI, Daiei; HATAZAWA, Mamoru; SASAKI, Norio; DOMON, Kei; SHIMOJO, Eiichi; ICHIHARA, Teruyuki; SHIBUYA, Katsuhiko; ATAKA, Masashi; GOeRGENS, Ulrich; WO2010/133336; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 27048-04-0, Adding some certain compound to certain chemical reactions, such as: 27048-04-0, name is 6-Chloro-3-nitropyridin-2-amine,molecular formula is C5H4ClN3O2, 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 27048-04-0.

t-Butyl nitrite (8.5 g, 82.43 mmol, 1.80 equiv) was added to a mixture of6-chloro-3-nitropyridin-2-amine (8 g, 46.09 mmol, 1.00 equiv) and copper(II) bromide (12.3 g,55.07 mmol, 1.20 equiv) in acetonitrile (120 mL, 2.28 mol) under nitrogen. The resulting mixture was stilTed for 30 mm at 65 C and partitioned between ethyl acetate and 2 M aqueous hydrochloric acid. The organic layer was dried over anhydrous sodium sulfate and concentrated under vacuum. The residue was purified by silica gel column chromatography eluting with ethylacetate/petroleum ether (1:5). This resulted in the title compound (8.2 g, 75%) as a yellow solid.

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. 27048-04-0, 6-Chloro-3-nitropyridin-2-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; BLAQUIERE, Nicole; BURCH, Jason; CASTANEDO, Georgette; FENG, Jianwen A.; HU, Baihua; LIN, Xingyu; STABEN, Steven; WU, Guosheng; YUEN, Po-wai; WO2015/25026; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1196157-51-3 ,Some common heterocyclic compound, 1196157-51-3, molecular formula is C6H5BrN2O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

N-Chlorosuccinimide (2.78 g, 20.8 mmol) was added to a solution of 2-amino-6-bromonicotinic acid (4.51 g, 20.8 mmol, Ark Pharm Inc. Arlington Heights, IL, USA) in DMF (75 mL), and the resulting mixture was heated at 70 C for 2.5 h. Heating was then stopped, and stirring was continued for 16 h. The reaction mixture was subsequently poured into ice water. After the ice had melted, the resulting slurry was filtered through a fritted glass funnel. The collected solids were air- dried, providing 2-amino-6-bromo-5-chloronicotinic acid: ?H NMR (400 MHz, DMSO-d6) oe 8.05 (s, 1H), 7.64 (br. s, 2H). m/z (ESI, +ve) 250.9 (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. 1196157-51-3, 2-Amino-6-bromonicotinic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; AMGEN INC.; LANMAN, Brian Alan; CEE, Victor J.; PICKRELL, Alexander J.; REED, Anthony B.; YANG, Kevin C.; KOPECKY, David John; WANG, Hui-Ling; LOPEZ, Patricia; ASHTON, Kate; BOOKER, Shon; TEGLEY, Christopher M.; (303 pag.)WO2018/119183; (2018); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 148493-37-2, 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. 148493-37-2, name is 2,6-Dichloro-3-iodopyridine. A new synthetic method of this compound is introduced below.

To a degassed solution of2,6-dichloro-3-iodopyridine (3.0 g, 11 mmol) and (E)-2-(2-ethoxyvinyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (2.2 g, 11 mmol) in 1,4- dioxane (20mL) and water (1.0 mL) was added CS2C03 (7.1 g, 22 mmol) and 1, 1′-bis(di-tertbutylphosphino)ferrocene palladium chloride (357 mg, 0.54 mmol) under N2 protection. The resulting mixture was heated to 70 oc and stirred at this temperature overnight. The reactionwas cooled, filtered through a pad of the celite and washed with ethyl acetate. The combinedfiltrate was evaporated in vacuo. The resulting residue was purified using columnchromatography (eluted with 0-20% EtOAc I DCM) to provide (E)-2,6-dichloro-3-(2-5 ethoxyvinyl)pyridine (1.96 mg, yield: 86%). MS (M+Ht: 218.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,148493-37-2, 2,6-Dichloro-3-iodopyridine, and friends who are interested can also refer to it.

Reference:
Patent; MERCK SHARP & DOHME CORP.; DAI, Xing; LIU, Hong; PALANI, Anandan; HE, Shuwen; BROCKUNIER, Linda L.; NARGUND, Ravi; MARCANTONIO, Karen; ZORN, Nicolas; XIAO, Dong; PENG, Xuanjia; LI, Peng; GUO, Tao; WO2014/121416; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 64119-42-2, 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. 64119-42-2, name is Ethyl 6-chloro-5-cyano-2-methylpyridine-3-carboxylate, molecular formula is C10H9ClN2O2, 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.

A solution of 7 (0.090 g, 0.4 mmol), tert-butyl hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate (0.093 g, 0.44 mmol) and TEA (0.202 g, 2.0 mmol) in EtOH (2 mL) was heated in a microwave oven at 120 C for 20 minutes. The mixture was concentrated and the crude was purified by flash chromatography (heptane/EtOAc 3:1). Yield: 0.088 g (55%). 1H NMR (400MHz, CDCl3): 1.35 (3H, t, J = 7.1 Hz), 1.44 (9H, s), 2.68 (3H, s), 2.92-3.02 (2H, m), 3.24-3.35 (2H,m), 3.56-3.69 (2H, m), 3.72-3.79 (2H, m), 4.03-4.13 (2H, m), 4.28 (2H, q, J = 7.1 Hz), 8.30 (1H, s). MS m/z: 401 (M+1). tert-Butyl 5-[3-cyano-5-(ethoxycarbonyl)-6-methylpyridin-2-yl]hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate (0.085 g, 0.21 mmol) was dissolved in TFA/DCM 1:1 (2 mL) and the reaction mixture was stirred at rt for 30 minutes and then concentrated. The crude material was dissolved in DCM (1 mL). TEA (0.106 g, 1.05 mmol) and benzenesulfonyl isocyanate (0.042 g, 0.23 mmol) were added at 0 C. The reaction mixture was stirred at 0 C for 10 minutes and then at rt for 1.5 h. The mixture was concentrated and the crude was purifed by reverse phase HPLC. Yield: 0.075 g (74%).

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 64119-42-2, Ethyl 6-chloro-5-cyano-2-methylpyridine-3-carboxylate.

Reference:
Article; Bach, Peter; Bostroem, Jonas; Brickmann, Kay; Van Giezen; Groneberg, Robert D.; Harvey, Darren M.; O’Sullivan, Michael; Zetterberg, Fredrik; European Journal of Medicinal Chemistry; vol. 65; (2013); p. 360 – 375;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem