Tag: M.W:100-200

Adding a certain compound to certain chemical reactions, such as: 871836-51-0, 4-Chloro-1H-pyrazolo[4,3-c]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, category: pyridine-derivatives, blongs to pyridine-derivatives compound. category: pyridine-derivatives

Preparation P3 4-Chloro-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazolo[4,3-c]pyridine (P3) p-Toluenesulfonic acid monohydrate (2.4 g, 13 mmol) and 3,4-dihydro-2H-pyran (99percent, 45 mL, 520 mmol) were sequentially added to a suspension of 4-chloro-1H-pyrazolo[4,3-c]pyridine (20.0 g, 130 mmol) in dichloromethane (400 mL). The reaction mixture was allowed to stir at room temperature for 24 hours, at which time it was washed with saturated aqueous sodium bicarbonate solution. The organic layer was dried over sodium sulfate, filtered, and concentrated in vacuo. Purification via silica gel chromatography (Eluents: 10percent, then 30percent, then 50percent ethyl acetate in heptane) afforded the product as a white solid. Yield: 27.51 g, 115.7 mmol, 89percent. LCMS m/z 238.1 [M+H+]. 1H NMR (400 MHz, CDCl3) delta 8.19 (d, J=6.0 Hz, 1H), 8.16 (d, J=0.9 Hz, 1H), 7.47 (dd, J=6.0, 0.9 Hz, 1H), 5.73 (br dd, J=9.0, 2.7 Hz, 1H), 3.97-4.04 (m, 1H), 3.72-3.80 (m, 1H), 2.43-2.53 (m, 1H), 2.07-2.20 (m, 2H), 1.65-1.85 (m, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,871836-51-0, 4-Chloro-1H-pyrazolo[4,3-c]pyridine, and friends who are interested can also refer to it.

Reference:
Patent; PFIZER INC; DAVOREN, JENNIFER ELIZABETH; DOUNAY, AMY BETH; EFREMOV, IVAN VIKTOROVICH; GRAY, DAVID LAWRENCE FIRMAN; MENTE, SCOT RICHARD; O’NEIL, STEVEN VICTOR; ROGERS, BRUCE NELSEN; SUBRAMANYAM, CHAKRAPANI; ZHANG, LEI; US2014/128374; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 63071-13-6, 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.63071-13-6, name is 4-Chloropicolinaldehyde, molecular formula is C6H4ClNO, molecular weight is 141.56, as common compound, the synthetic route is as follows.

A mixture of A-i (1.5 g, 10.6 mmol) and 4-methylbenzene- sulfonohydrazide (1.97 g, 10.6 mmol) in methanol (15 mL) was stirred at 20C for 3 hours.The solid was collected by filtration, washed with MeOH (3 mL), and dried in oven to afford A-2 (2400 mg, 7.75 mmol) as a solid. ?H NMR (400MHz, DMSO-d6) oH = 11.96 (s, 1H), 8.53 (d, 1H), 7.90 (s, 1H), 7.78 (d, 2H), 7.71 (d, JH), 7.53 (dd, IH), 7.43 (d, 2H), 2.37 (s, 3H).

The chemical industry reduces the impact on the environment during synthesis 63071-13-6, I believe this compound will play a more active role in future production and life.

Reference:
Patent; PRAXIS PRECISION MEDICINES, INC.; REDDY, Kiran; MARTINEZ BOTELLA, Gabriel; GRIFFIN, Andrew, Mark; MARRON, Brian, Edward; (120 pag.)WO2019/35951; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 5345-47-1 ,Some common heterocyclic compound, 5345-47-1, molecular formula is C6H6N2O2, 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.

2-Amino-nicotinic acid (10.0g, 72.4mmol) was dissolved in a mixed solution of methanol (200mL) and sulfuric acid (10mL), and the solution was stirred under reflux for 35 hours. A saturated aqueous solution of sodium bicarbonate was added to the reaction solution at 0C, which was extracted with ethyl acetate, the organic layer was washed with brine and dried over anhydrous magnesium sulfate. The solvent was evaporated in vacuo, the residue was purified by NH silica gel column chromatography to obtain the title compound (5.26g, 34.6mmol, 48%) as a white solid. 1H-NMR Spectrum (CDCl3) delta(ppm) : 3.89 (3H, s), 6.63 (1H, ddd, J=1.1, 4.8, 7.7Hz), 8.13 (1 H, dd, J=1.6, 7.7Hz), 8.22 (1 H, dd, J=1.8, 4.8Hz).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,5345-47-1, its application will become more common.

Reference:
Patent; Eisai Co., Ltd.; EP1669348; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 19539-50-5 ,Some common heterocyclic compound, 19539-50-5, molecular formula is C7H5NO, 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 solution of 198.2 (3.82g, 32.07mmol, l .Oeq) in methanol (300mL), 10% palladium on charcoal (7.0g) was added. Hydrogen was purged through reaction mixture for 2-3h. After completion of reaction, reaction mixture was filtered through celite-bed and washed with ethanol. Filtrate was concentrated under reduced pressure to obtain198.3 (3.5g, 90.11%). MS(ES): m/z 122.14 [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. 19539-50-5, Furo[2,3-c]pyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NIMBUS LAKSHMI, INC.; GREENWOOD, Jeremy Robert; HARRIMAN, Geraldine C.; LEIT DE MORADEI, Silvana Marcel; MASSE, Craig E.; MCLEAN, Thomas H.; MONDAL, Sayan; (401 pag.)WO2018/71794; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 146679-66-5, 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.146679-66-5, name is 3-Bromo-4-pyridinemethanol, molecular formula is C6H6BrNO, molecular weight is 188.02, as common compound, the synthetic route is as follows.

Step 2 ;To a mixture of (3-bromopyridin-4-yl)methanol (150 mg, 0.8 mmol, 1 eq.), 1-isopropyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (226 mg, 0.96 mmol, 1.2 eq.), Pd(dppf)Cl2 (58 mg, 0.08 mmol, 0.1 eq.), and K2CO3 (331 mg, 3.0 mmol, 3 eq.) in a RB flask were added dioxane (6 mL) and water (2 mL). The mixture was heated at 100 C. for 2 h, cooled, filtered, and concentrated. The crude was purified on silica gel using a mixture of EtOAc and hexanes as eluent to give (3-(1-isopropyl-1H-pyrazol-5-yl)pyridin-4-yl)methanol (75 mg, 43%) as a yellow oil. LRMS (M+H+) m/z 218.1.

Statistics shows that 146679-66-5 is playing an increasingly important role. we look forward to future research findings about 3-Bromo-4-pyridinemethanol.

Reference:
Patent; Global Blood Therapeutics, Inc.; The Regents of the University of Califorina; Cytokinetics, Inc.; Metcalf, Brian; Chuang, Chihyuan; Warrington, Jeffrey; Paulvannan, Kumar; Jacobson, Matthew P.; Hua, Lan; Morgan, Bradley; US2015/344483; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 73998-95-5, Adding some certain compound to certain chemical reactions, such as: 73998-95-5, name is (4,6-Dichloropyridin-3-yl)methanol,molecular formula is C6H5Cl2NO, 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 73998-95-5.

(b) 5-Chloromethyl-2,4-dichloropyridine 20.2 g. of 2,4-dichloropyridin-5-methanol (0.11 mol.) and 150 ml. of phosphorus oxychloride are refluxed for 19 hours. Then the excess phosphorus oxychloride is removed in vacuo and ice is added to the residue. 5-Chloromethyl-2,4-dichloropyridine is filtered off, washed with water, dried in the desiccator over P2 O5 and recrystallized from hexane; yield 17.95 g. (83%), m.p. 55-56.

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. 73998-95-5, (4,6-Dichloropyridin-3-yl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; E. R. Squibb & Sons, Inc.; US4191831; (1980); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 407-20-5, 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 407-20-5 as follows.

Preparation 10: (l-(3-amino-5-fluoropyridin-4-yl)piperidin-4-yl)(4-methylpiperazin-l- yl)methanone (hydrochloride) 17b Scheme 5 Step 1: 3-bromo-4-chloro-5-fluoropyridine hydrochloride 18 [00261] To a solution of diisopropylamine (6.899 g, 9.555 mL, 68.18 mmol) in THF (75 mL) cooled to -78C, was added butyllithium (25 mL of 2.5 M in hexanes, 62.5 mmol). The reaction mixture was allowed to warm to -20C then cooled back down to -78C. A solution of 3-bromo-5-fluoro-pyridine (10 g, 56.82 mmol) in THF (25 mL) was added dropwise keeping temperature below -70C (approx 30 mins). The reaction mixture was stirred at – 78C for 30 min and a solution of 1, 1, 1,2,2,2-hexachloroethane (14.8 g, 62.5 mmol) in THF (20 mL) was then added dropwise, keeping temperature below -70C (over approximately 30 mins). The mixture was stirred at -78C for 20 minutes, allowed to warm to room temperature, cooled back to 0C and quenched with water (100 rnL). EtOAc (400 mL) was then added, and organic layer separated, washed with water (2x), brine (lx), dried (MgS04), filtered and concentrated in vacuo to leave a brown solid. The solid was triturated in pentane (lOOmL) for 10 minutes, then filtered. The filtrate was concentrated in vacuo to afford product as a brown oil that turned to a crystalline solid on standing, 1 1.85 g, 89%). lH NMR (DMSO-d6) delta 8.78 (s, 1H), 8.76 (s, 1H). [00262] To a solution of 3-bromo-4-chloro-5-fluoro-pyridine (7.56 g, 32.18 mmol) in pentane (100 mL) was added hydrogen chloride (2M in ether) (17.7 mL of 2 M, 35.4 mmol). An off-white precipitate formed instantly. The mixture was stirred for 5 minutes then the solid was collected by filtration, washed with pentane and dried by suction to afford the desired product as an off-white solid (4.79 g, 60%). XH NMR (DMSO-d6) delta 8.77 (s, 1H), 8.75 (s, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,407-20-5, its application will become more common.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; CHARRIER, Jean-Damien; DAVIS, Chris; DURRANT, Steven; JARDI, Gorka, Etxebarria I; FRAYSSE, Damien; KAY, David; KNEGTEL, Ronald; PIERARD, Francoise; PINDER, Joanne; STORCK, Pierre-Henri; WO2014/143240; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 5344-27-4 ,Some common heterocyclic compound, 5344-27-4, molecular formula is C7H9NO, 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-(pyridin-4-yl)ethan-1-ol (1 g, 8.13 mmol) in THF (30 mL) was added Et3N (1.7 mL, 12.1 mmol) and mesyl chloride (1.1 g, 9.75 mmol) at 0 C and stirred at same temperature for 3 h. The mixture was diluted with cold water (20 mL), adjusted pH to ?7 with saturated aqueous sodium bicarbonate solution and extracted the product with EtOAc (30 mL). The combined organic layer was dried, filtered and evaporated affording a yellow solid (1.1 g, crude). M/z 202.1 (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. 5344-27-4, 4-(2-Hydroxyethyl)pyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Antabio SAS; The designation of the inventor has not yet been filed; (149 pag.)EP3628672; (2020); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 829-45-8, 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 829-45-8, name is Methyl 3-(4-Pyridyl)-3-oxopropanoate. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: A mixture of aldehyde 1a-1i or 5a-5k (4 mmol), malononitrile (4 mmol), dimethyl 3-oxo-1,5-pentanedioate or methyl/ethyl 3-oxo-3-arylpropanoate (4 mmol), respectively, and DIPEA (6 mmol) in EtOH (20 mL) was stirred at room temperature. The reaction progress was monitored by TLC. After completion of the reaction, the solid material that formed was collected by filtration and recrystallized from EtOH to obtain the desired product.

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 829-45-8, Methyl 3-(4-Pyridyl)-3-oxopropanoate.

Reference:
Article; Li, Jun; Li, Jie; Hu, Shi-yu; Chen, Ye; Liu, Ju; Russian Journal of Organic Chemistry; vol. 55; 11; (2019); p. 1791 – 1799; Zh. Org. Khim.;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 106877-33-2, name is 5-Amino-2-(trifluoromethyl)pyridine. This compound has unique chemical properties. The synthetic route is as follows. Safety of 5-Amino-2-(trifluoromethyl)pyridine

Oxalylchloride (132 muL, 1.5 mmol) was added dropwise to a stirred suspension of benzoicacid 124 (350 mg, 1.0 mmol) and DMF (1 drop) in dry THF (20 mL) and thesolution was stirred at 20 C. for 2 h, then at 66 C. for 1 h. The solutionwas cooled to 20 C., then the solvent was evaporated and the residue dissolvedin dry pyridine (10 mL). 6-Trifluoromethyl-3-pyridinylamine (180 mg, 1.1 mmol)was added and the solution stirred at 20 C. for 16 h. The solvent wasevaporated and the residue suspended in ice/water (50 mL) for 1 h. Theprecipitate was filtered, washed with water (5 mL) and dried. The crude solidwas purified by column chromatography, eluting with a gradient (50-100%) ofEtOAc/pet. ether, to give benzamide 136 (268 mg, 54%).

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, 106877-33-2, 5-Amino-2-(trifluoromethyl)pyridine.

Reference:
Patent; THEBOARD OF TRUSTEES OF THE LELAND STANFORD JUNIOR UNIVERSITY; AUCKLANDUNISERVICES LIMITED; SUTPHIN, PATRICK; CHAN, DENISE; TURCOTTE, SANDRA; DENNY, WILLIAMALEXANDER; HAY, MICHAELPATRICK; GIDDENS, ANNACLAIRE; BONNET, MURIEL; GIACCIA, AMATO; (181 pag.)JP5789603; (2015); B2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem