Month: April 2022

Reference of 884494-69-3, 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 884494-69-3, name is 3-Fluoro-2-methoxypyridine. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 3-fluoro-2-methoxypyridine (20g, 157.48mmol), sodium acetate (25.74g, 314.0 mmol) inAcOH (6OmL) was added dropwise a solution of Br2 (20.32mL, 393.70mmol) in AcOH (40 mL) at 10Cand the RM stirred at RT for 16h.The RM was quenched into ice water (200mL) and then basified with 6N NaOH solution to pH 9 and filtered the solid. The solid was dissolved in Et2O (300mL), washed with brine, dried (Na2SO4), filtered, concentrated under reduced pressure to give 5-bromo-3-fluoro-2- methoxypyridine (20g, 61%) as white solid

According to the analysis of related databases, 884494-69-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GRUeNENTHAL GMBH; SCHUNK, Stefan; REICH, Melanie; JAKOB, Florian; DAMANN, Nils; HAURAND, Michael; KLESS, Achim; ROGERS, Marc; SUTTON, Kathy; WO2015/158427; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 84539-34-4, 4-Amino-3,5-dibromopyridine, 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, 84539-34-4, blongs to pyridine-derivatives compound. Safety of 4-Amino-3,5-dibromopyridine

3,5-Diisopropylpyridin-4-amine To a mixture of 3,5-dibromo-4-amino-pyridine (5.0 g, 19.9 mmol, AstaTech, Inc.), Cphos (0.868 g, 1.989 mmol), palladium acetate (0.223 g, 0.994 mmol), and THF (40 mL) was added 2-propylzinc bromide (1 M in THF) (80 mL, 80 mmol, Rieke Metals, Inc.) dropwise and the mixture was stirred at rt for 2 h. The reaction mixture was quenched with 5 N NaOH (100 mL), extracted with EtOAc (2*50 mL), dried over Na2SO4, filtered and concentrated in vacuo. The crude material was purified by silica gel chromatography (eluent 0-30% DCM-MeOH (4:1)/DCM) to provide 3,5-diisopropylpyridin-4-amine (Intermediate 162, 1.4 g, 7.8 mmol, 39.4% yield) as orange syrup. 1H NMR (400 MHz, DMSO-d6) delta 7.88 (s, 2H), 5.47-5.60 (m, 2H), 3.00 (spt, J=6.8 Hz, 2H), 1.17 (d, J=6.8 Hz, 12H). m/z (ESI, +ve ion): 179.1 (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,84539-34-4, its application will become more common.

Reference:
Patent; Amgen Inc.; ALLEN, John Gordon; LANMAN, Brian Alan; CHEN, Jian; REED, Anthony B.; CEE, Victor J.; LIU, Longbin; LOPEZ, Patricia; WURZ, Ryan Paul; NGUYEN, Thomas T.; Booker, Shon; ALLEN, Jennifer Rebecca; CHU-MOYER, Margaret; AMEGADZIE, Albert; CHEN, Ning; GOODMAN, Clifford; LOW, Jonathan D.; MA, Vu Van; MINATTI, Ana Elena; NISHIMURA, Nobuko; PICKRELL, Alexander J.; WANG, Hui-Ling; SHIN, Youngsook; SIEGMUND, Aaron C.; YANG, Kevin C.; TAMAYO, Nuria A.; WALTON, Mary; XUE, Qiufen; US2019/374542; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1122-61-8, 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 1122-61-8, name is 4-Nitropyridine. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: Nitro compound (0.5 mmol), alcohol 1 (0.324 g, 1.75 mmol) and methyl acrylate (0.180 mL, 2 mmol) were mixed in toluene or acetonitrile (1 mL) degassed by several vacuum-nitrogen cycles to reduce the air oxidation of alcohol 1 to ketone 3. The resulting mixture was heated at 110 C in a screw-cap tube (Pyrex N. 15) until the disappearance of the starting nitro compound. Removal of the solvent in vacuo and purification by FC gave the beta-amino esters and ketone 3. The excess alcohol 1 was recovered and recycled.

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 1122-61-8, 4-Nitropyridine.

Reference:
Article; Giomi, Donatella; Alfini, Renzo; Brandi, Alberto; Tetrahedron; vol. 67; 1; (2011); p. 167 – 172;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 107867-51-6 , The common heterocyclic compound, 107867-51-6, name is 5-(Trifluoromethyl)pyridine-2,3-diamine, molecular formula is C6H6F3N3, 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.

To a stirred solution of 2-(6-bromopyridin-3-yl)-2-methoxyacetic acid (500 mg, 2.03 mmol) in pyridine(5 mL) was added 5 -(trifluoromethyl)pyridine-2,3 -diamine (396 mg, 2.23 mmol) and EDC (1.17 g, 6.10 mmol) at RT. After the addition was finished, the reaction was stirred at 40 C for 4 h. The solvent was removed in vacuo. The residue was diluted with water, extracted with ethyl acetate. The combined organic layers were washed with brine, dried over Na2S04i filtered and concentrated in vacuo to afford a residue, which was purified by prep-TLC (petroleum ether : ethyl acetate =1 : 1) to give the title compound. MS (EI) m/z 405 [M+H]+.

The synthetic route of 107867-51-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; ZHOU, Hua; FRADERA, Xavier; HAN, Yongxin; MCGOWAN, Meredeth, A.; SCIAMMETTA, Nunzio; WHITE, Catherine; YU, Wensheng; (89 pag.)WO2019/27856; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1060814-91-6, 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. 1060814-91-6, name is Ethyl 2-(4-bromopyridin-2-yl)acetate, molecular formula is C9H10BrNO2, 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.

To a solution of ethyl 2-(4-bromo-2-pyridyl)acetate (1.20 g, 4.92 mmol) in THF (15 mL) and water (10 mL) was added LiOH (471 mg, 19.6 mmol). The mixture was stirred at 15 C for 16 hours. On completion, the reaction mixture was concentrated in vacuo to remove the THF. The residue was acidified with 1 M hydrochloric acid to adjust the pH 1H NMR (400MHz, DMSO-d6) delta = 12.56 (br. s., 1H), 8.39 (d, J = 5.2 Hz, 1H), 7.67 (d, J = 1.6 Hz, 1H), 7.57 (dd, J = 1.6, 5.2 Hz, 1H), 3.77 (s, 2H). Step 3 – Ethyl 2-[[2-(4-bromo-2-pyridyl)acetyl]amino]-2-methyl-propanoate

According to the analysis of related databases, 1060814-91-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; RAZE THERAPEUTICS, INC.; MAINOLFI, Nello; (215 pag.)WO2018/106636; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 103058-87-3, 5-Bromo-2-methoxynicotinaldehyde, 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, Recommanded Product: 103058-87-3, blongs to pyridine-derivatives compound. Recommanded Product: 103058-87-3

Example 217A 5-cyclopropyl-2-methoxynicotinaldehyde 5-Bromo-2-methoxynicotinaldehyde (4 gg, 18.52 mmol) in 1,4-dioxane (40 mL) was degassed with nitrogen for 5 minutes, and cyclopropylboronic acid (2.39 g, 27.78 mmol), cesium fluoride (7.84 g, 51.0 mmol) and PdCl2dppf ([1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium(II), 0.756 g, 0.926 mmol) were added. The mixture was degassed again with nitrogen and heated to 100 C. under nitrogen for 2 hours. The mixture was cooled to room temperature and ethyl acetate (50 mL) was added. The mixture was stirred for 5 minutes, filtered over a pad of silica gel, washed with ethyl acetate/heptane (1:1), concentrated and purified via flash chromatography (0 to 20% methyl tert-butyl ether in heptane) to provide the title compound. 1H NMR (400 MHz, DMSO-d6) delta ppm 10.18 (s, 1H), 8.26 (d, J=2.7 Hz, 1H), 7.67 (d, J=2.7 Hz, 1H), 3.94 (s, 3H), 1.95 (tt, J=8.4, 5.0 Hz, 1H), 0.99-0.90 (m, 2H), 0.70-0.63 (m, 2H); MS (ESI+) m/z 178 (M+H)+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,103058-87-3, 5-Bromo-2-methoxynicotinaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; AbbVie S.a.r.l.; Galapagos NV; Altenbach, Robert J.; Bogdan, Andrew; Desroy, Nicolas; Gfesser, Gregory A.; Greszler, Stephen N.; Koenig, John R.; Kym, Philip R.; Liu, Bo; Scanio, Marc J.; Searle, Xenia; Wang, Xueqing; Yeung, Ming C.; Zhao, Gang; (247 pag.)US2018/99932; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 27652-89-7, name is (4-Chlorophenyl)(pyridin-2-yl)methanol, the common compound, a new synthetic route is introduced below. COA of Formula: C12H10ClNO

To a stirred solution of (4-chlorophenyl) (pyridin-2-yl) methanol (5 g, 22.83 mmol) in CH2C12 (85 mL) under argon atmosphere was added pyridinium chlorochromate (5.9 g, 27.37 mmol, 1.2 equiv) and celite (5 g) at 0 C. The reaction mixture was warmed to room temperature and stirred for 2 h. After completion of the reaction, the reaction mixture was filtered through celite, washed with CH2C12 and the filtrate was concentrated under reducedpressure. Purification using silica gel column chromatography (20% EtOAc Hexanes as eluent) afforded 3.5 g of (4-chlorophenyl) (pyridin-2-yl) methanone (Yield = 7 1%). ESI + MS: m/z 218 ([M + Hj).

The synthetic route of 27652-89-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; THE BROAD INSTITUTE, INC.; MASSACHUSETTS INSTITUTE OF TECHNOLOGY; HOLSON, Edward; WAGNER, Florence, Fevrier; WEIWER, Michel; SCOLNICK, Edward; PALMER, Michelle; LEWIS, Michael; PAN, Jennifer, Q.; ZHANG, Yan-Ling; XU, Qihong; (323 pag.)WO2016/100823; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 6318-51-0, (4-Chlorophenyl)(pyridin-2-yl)methanone, 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, 6318-51-0, blongs to pyridine-derivatives compound. Application In Synthesis of (4-Chlorophenyl)(pyridin-2-yl)methanone

(1) The chiral ligand L2 (17.3 mg, 0.025 mmol), metal complex [Ir(COD)Cl] 2 (8.0 g,0.012 mmol) was added to the reaction flask, methanol (1.5 mL) was added under an argon atmosphere, and the reaction was stirred at 25 C for 0.5 h to obtain a catalyst.(2) (4-Chlorophenyl)(pyridin-2-yl)methanone (52.2 g, 0.24 mol) was added to the autoclave, and the catalyst prepared in the step (1) was directly added, lithium t-butoxide (0.96 g). , 12mmol), methanol (100mL), charged with H2 (3.0MPa), reacted at 40 C for 12h, after the reaction is completed, the reaction solution is concentrated under reduced pressure to recover the organic solvent, then add appropriate amount of water, extracted with ethyl acetate, the liquid is The organic phase and the aqueous phase are dried and de-solubilized to obtain (S)-(4-chlorophenyl)(pyridin-2-yl)methanol (50.5 g,0.23 mol), yield: 96%, HPLC purity 98%, ee value 99.9%.The 1H NMR spectrum and the 13C NMR spectrum of (S)-(4-chlorophenyl)(pyridin-2-yl)methanol prepared in this example are shown in Fig. 1 and Fig. 2, respectively, from Fig. 1 and Fig. 2 The resulting (S)-(4-chlorophenyl)(pyridin-2-yl)methanol product can be determined. Racemic compound (4-chlorophenyl)(pyridin-2-yl)methanol and (S)-(4-chlorophenyl) prepared in Example 10The HPLC analysis spectra of the (pyridin-2-yl)methanol product are shown in Figures 3 and 4, respectively.Comparing Fig. 3 and Fig. 4, it can be seen that the two racemates of (4-chlorophenyl)(pyridin-2-yl)methanol have different peak times in the HPLC analysis spectrum.It was confirmed that the final preparation of Example 10 was (S)-(4-chlorophenyl)(pyridin-2-yl)methanol, and the product was highly pure.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,6318-51-0, its application will become more common.

Reference:
Patent; Zhejiang University of Technology; Zhong Weihui; Ling Fei; Nian Sanfei; (17 pag.)CN109879800; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 175204-80-5, 3-Amino-4-(trifluoromethyl)pyridine, 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, 175204-80-5, blongs to pyridine-derivatives compound. Computed Properties of C6H5F3N2

The 3-amino-4-trifluoromethylbenzoate methylpyridinio (5g, 30.8mmol) was added to the 50% sulfuric acid (50 ml) at -5 C dropped in NaNO 2 (2.55g, 37 . 0mmol) aqueous solution (10 ml). Transfer to is omitted the reaction at room temperature 30 minutes, then to the reaction system by adding concentrated sulfuric acid (25 ml), heating to 110 C to continue reaction 2 hours. After the reaction, using NaHCO 3 adjusting pH to 6-7, then extracted with ethyl acetate (3×100 ml), the organic phase is dried with anhydrous sodium sulfate, filtered, concentrated, to obtain the title compound (4.8g, yield 95.4%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,175204-80-5, its application will become more common.

Reference:
Patent; Shandong Xuan Bamboo Pharmaceutical Technology Co., Ltd.; Wu, Yong qian; (49 pag.)CN105461714; (2016); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 16727-47-2, 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 16727-47-2, name is 2,6-Bis(benzyloxy)-3-bromopyridine. This compound has unique chemical properties. The synthetic route is as follows.

Preparation of 25-2 To a stirred solution of 24-2 (455mg, 1.22 mmol) in toluene was added 25-1 (100 mg, 860.86 mumol) and K3PO4.H2O (494 mg, 215 mumol) and the resulting mixture was degassed with Argon for 10 minutes. To this were added CuI (0.05 mg, 0.26 mumol) and trans-N,N?- dimethylcyclohexane-1,2-diamine (17 mg, 120 mumol) and heated to 100C for 16 hours to produce 25-2. Reaction mixture was cooled to room temperature and filtered through a short bed of celite. The filtrate was diluted with Ethyl acetate, washed with water and brine, dried over anhydrous Na2SO4 and concentrated under reduced pressure. Crude mass was purified doing column chromatography (silica, gradient: 0-20% Ethyl acetate in Hexane) to afford 25-2 (200 mg, 514 mumol, 60%) as sticky off-white solid. LC MS: ES+ 390.2.

According to the analysis of related databases, 16727-47-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; C4 THERAPEUTICS, INC.; PHILLIPS, Andrew, J.; NASVESCHUK, Chris, G.; HENDERSON, James, A.; LIANG, Yanke; CHEN, Chi-li; DUPLESSIS, Martin; HE, Minsheng; LAZARSKI, Kiel; (980 pag.)WO2017/197051; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem