Month: April 2022

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. 1032943-43-3, name is 4-Bromo-1H-pyrazolo[3,4-c]pyridine. A new synthetic method of this compound is introduced below., Recommanded Product: 4-Bromo-1H-pyrazolo[3,4-c]pyridine

To a solution of 4-bromo-lH-pyrazolo[3,4-c]pyridine (680.0 mg, 3.43 mmol, 1.0 eq) and Pd(PPh3)4 (396.0 mg, 0.343 mmol, 0.1 eq) in DMF (15.0 mL) was added Zn(CN)2 (804.0 mg, 6.87 mmol, 2.0 eq) and the mixture was stirred at 130 C under microwave irradiation for 2 h. After the reaction was complete, the reaction mixture was diluted by EA (50.0 mL), quenched by H20 (100.0 mL), filtered. The solid was washed by EA (50.0 mL). The filtrate was extracted by EA (50.0 mL X3), washed by brine, dried over Na2S04, concentrated to get a residue which was purified by column chromatography (PE: EA = 2: 1) to provide lH-pyrazolo[3,4-c]pyridine-4-carbonitrile (210 mg, 42.3 %) as a white solid. LCMS (M+H+) m/z calculated 145, found 145.

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, 1032943-43-3, 4-Bromo-1H-pyrazolo[3,4-c]pyridine.

Reference:
Patent; LIFESCI PHARMACEUTICALS, INC.; MCDONALD, Andrew; QIAN, Shawn; (346 pag.)WO2018/11628; (2018); 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. 112110-07-3, name is 5-(Trifluoromethyl)pyridin-3-amine. A new synthetic method of this compound is introduced below., Recommanded Product: 112110-07-3

289 mg of compound (IIb-13)And 0.95eq5-trifluoromethyl-3-aminopyridine weighed in a sealed tube,0.1 eq tris (dibenzylidene indenone) dipalladium,0.2eqX-phos, 1.39eq CS2CO3,5 ml of dioxane was added,Replace N2 protection,After the reaction at 50 24h move to room temperature,cool down.The reaction solution was filtered,100 ml of ethyl acetate,100ml saturated NaCl wash,Dry and spin dry,PE: EA = 5: 1 After column separation,277.3 mg of product (IIc-17)The yield is 86.03%.

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, 112110-07-3, 5-(Trifluoromethyl)pyridin-3-amine.

Reference:
Patent; Sichuan University; Zhang Tao; Wang Fangying; Chen Yuanwei; Wei Yuquan; (41 pag.)CN107382840; (2017); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 66909-38-4, 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.66909-38-4, name is 6-Chloro-4-methylpyridin-3-amine, molecular formula is C6H7ClN2, molecular weight is 142.5862, as common compound, the synthetic route is as follows.

To the suspension of 6-chloro-4-methylpyridin-3-amine (10.0 g, 70 mmol) in toluene (110 mL), KOAc (8.2 g, 84.0 mmol) was added in one portion, followed by addition of Ac2O (84 mmol). The mixture was heated at 70 C. overnight. Then, to the mixture, isoamyl nitrite (10.4 mL, 77 mmol) was added. The mixture was heated at 95 C. for 30 hr under Ar. The reaction was cooled to room temperature and filtered through a short pad of celite, and the residue was rinsed with ethyl acetate. The combined solution was concentrated and the resulting residue was purified to afford title compound.

The chemical industry reduces the impact on the environment during synthesis 66909-38-4, I believe this compound will play a more active role in future production and life.

Reference:
Patent; ACHILLION PHARMACEUTICALS, INC.; WILES, Jason, Allan; PHADKE, Avinash, S.; DESHPANDE, Milind; AGARWAK, Atul; CHEN, Dawei; GADHACHANDA, Venkat, Rao; HASHIMOTO, Akihiro; PAIS, Godwin; WANG, Qiuping; WANG, Xiangzhu; (905 pag.)WO2017/35353; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1796-84-5, Adding some certain compound to certain chemical reactions, such as: 1796-84-5, name is 4-Ethoxy-3-nitropyridine,molecular formula is C7H8N2O3, 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 1796-84-5.

A solution consisting of 4-ethoxy-3-nitropyridine (15.0 g, 97.3 MMOL) and EtNH2 (46.5 mL, 70% aq. solution, 584 MMOL) in ETOH (30 mL) was stirred at 85 C in a pressure vessel for 2 h. Removal of all VOLATILES IN VACUO afforded the title compound (16.2 g, 99 %). MS (ES+) m/z 168 (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. 1796-84-5, 4-Ethoxy-3-nitropyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2005/11700; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 884495-01-6, 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 884495-01-6, name is 4-Bromo-5-fluoro-2-hydroxypyridine. This compound has unique chemical properties. The synthetic route is as follows.

0.20 g (1.04 mmol) 4-bromo-5-fluoro-pyridin-2-ol, 0.83 mL (10.4 mmol) ethyliodide and 0.43 g ( .56 mmol) Ag2C03 are added to 5 mL DCM and stirred at r.t. over night. The reaction is quenched by the addition of water. DCM is added, the resulting mixture is filtered and the organic layer is separted, dried over MgS04, filtered again and the solvent is removed in vacuo. C7H7BrFNO (M= 220.0 g/mol) ESI-MS: 220/222 [M+H]+ Rt (HPLC):1.27 min (method B)

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 884495-01-6, 4-Bromo-5-fluoro-2-hydroxypyridine.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; FLECK, Martin; HEINE, Niklas; NOSSE, Bernd; ROTH, Gerald Juergen; WO2014/114578; (2014); 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 65515-39-1, name is 2-Methoxy-4,6-dimethylnicotinonitrile. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 65515-39-1

To a solution of 2-methoxy-4,6-dimethylnicotinonitrile (1.5 g, 9.25 mmol) in tetrahydrofuran (40 mL) was added lithium bis(trimethylsilyl)amide (10.17 mL, 10.17 mmol) at -78 C, and the mixture was stirred at -78 C for 1 hour. 3-Bromoprop-1-ene (0.880 mL, 10.17 mmol) was added and the mixture was stirred at -78 C for 1 hour and warmed to 0 C over 1 hour. The mixture was then stirred at 0 C for 3 hours. The reaction was quenched with saturated aqueous NH4Cl solution and extracted with EtOAc (3x). The combined organics were dried over Na2SO4 and concentrated. The residue was purified using reverse HPLC using Trilution software, with a phenomenex Gemini 5u CI 8(2) 100 A, AXIA 30×100 mm 5 micron, 10-minute run (30 mL/min, 40%ACN/H2O, 0.1% formic acid to 80% ACN/H2O, 0.1% formic acid) with UV detection at 254 nm to afford 4-(but-3-en-1-yl)-2-methoxy-6-methylnicotinonitrile (1.01 g, 54%) as a pale yellow oil. LC-MS(ES) m/z = 203 [M+H]+.

With the rapid development of chemical substances, we look forward to future research findings about 65515-39-1.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; MILLER, William Henry; ROMERIL, Stuart Paul; VERMA, Sharad Kumar; TIAN, Xinrong; WO2015/132765; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 847729-27-5, name is Methyl 2-chloro-5-fluoronicotinate, molecular formula is C7H5ClFNO2, 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. Safety of Methyl 2-chloro-5-fluoronicotinate

[0583] A solution of methyl 2-chloro-5-fluoronicotinate (100 mg, 0.53 mmol) in anhydrous THF (4 mL) was cooled to 0 C and treated with sodium borohydride (120 mg, 3.17 mmol) in a portion-wise manner over a period of 5 min, and the resulting mixture was heated at 70 C for 15 min. Methanol (0.8 mL) was then added in a dropwise manner over 15 min, resulting in considerable effervescence, and the resulting mixture was heated at 70 C for 30 min. The mixture was cooled to ambient temperature and treated with a saturated solution of aqueous ammonium chloride (5 mL). Ethyl acetate (5 mL) was added, resulting in a biphasic mixture, which stirred for 30 min. The organic phase was collected and the aqueous layer was extracted with ethyl acetate (2 x 5 mL). The combined organic phases were then dried over Na2SC>4, filtered and concentrated under vacuum to give the desired product as an orange glass (84 mg, 99%). UPLC-MS (Acidic Method, 2 min): rt = 0.73 min, m/z 162.0/164.0 [M+H]+. ‘H NMR (400 MHz, CDCb) d ppm 8.1 7 (d,.7=3.0 Hz, 1H), 7.71 (ddt, =8.3, 3.0, 0.9, 0.9 Hz, 1H), 4.78 (s, 2H).

With the rapid development of chemical substances, we look forward to future research findings about 847729-27-5.

Reference:
Patent; NFLECTION THERAPEUTICS, INC.; TSAI, Kenneth, Y.; KINCAID, John; SARIN, Kavita, Yang; (319 pag.)WO2020/106303; (2020); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 100848-70-2 ,Some common heterocyclic compound, 100848-70-2, 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.

Sodium acetate (3.54g. 43.23mmol) was added to a solution of 2-methoxy-4-methylpyridine 54-5-1 (5.0g.3gmmol) in EtOAc (25mL). Br2 (1 .52mL, 58mmol) was added drop wise over 20 mm at 0C. The RM wasstirred at 50C for 18 h. The total reaction mass was cooled and after diluting with water, the pH was adjusted to 8 with aq. NaOH. The organic layer was separated and aq. layer extracted with EtOAc (250mL x 3). The combined extract was washed with water (300 mL), brine (200 mL), dried (Na2SO4) and concentrated under reduced pressure to get crude compound. The crude compound was purified by CC(silica gel 100-200mesh, 0-5% EtOAc in PE) to obtain 5-bromo-2-methoxy-4-methylpyridine (2.82g. 40%) as liquid.

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. 100848-70-2, 2-Methoxy-4-methylpyridine, other downstream synthetic routes, hurry up and to see.

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

Application of 92992-85-3, 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. 92992-85-3, name is 2-Bromo-3,5-dimethylpyridine. A new synthetic method of this compound is introduced below.

To 2-bromo-3,5-dimethylpyridine (6.62 g) were added N-Boc-1,2,3,6-tetrahydropyridine-4-boronic acid pinacol ester (10 g),sodium carbonate (7.54 g),1,4-dioxane (50 mL),water (50 mL) and tetrakis(triphenylphosphine)palladium(0)(1.87 g) and the mixture was stirred under a nitrogen stream at 100c for 5 hr. Water was added to the reaction mixture and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine,dried over sodium sulfate,and treated with activated carbon. The solvent was evaporated and the obtained residue was purified by column chromatography (hexane:ethyl acetate)to give 3,5-dimethyl-3′,6′-dihydro-2’H-[2,4′]bipyridinyl-1′-carboxylic acid tert-butyl ester (8.93 g).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,92992-85-3, its application will become more common.

Reference:
Patent; Mitsubishi Tanabe Pharma Corporation; ISHIBUCHI, Seigo; SARUTA, Kunio; HAMADA, Maiko; MATOBA, Nobuatsu; MATSUDAIRA, Tetsuji; SEKI, Maki; TARAO, Akiko; HONJO, Takashi; OGATA, Shingo; KAWATA, Atsushi; MOROKUMA, Kenji; FUJIE, Naoto; AOYAMA, Yukio; (251 pag.)EP3321256; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 73455-13-7, 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. 73455-13-7, name is 4,5-Dichloropicolinic acid. A new synthetic method of this compound is introduced below.

A mixture of 4,5-dichloropicolinic acid (100 mg, 521 imol; CAN 73455-13-7), 1-cyclopropyl-2- (5-methyl-i ,2,4-oxadiazol-3-yl)propan-2-amine hydrochloride (136 mg, 625imol; CAN 1415900-39-8), 2-bromo-i-ethylpyridinium tetrafluoroborate (284 mg, 885imol) and N,N-diisopropyl ethyl amine (212 mg, 281 iL) in dioxane (0.8 mL) was stirredfor 14 h at 80 C, poured onto ice / brine (1 x 25mL) and extracted with EtOAc (2 x 25mL). The combined extracts were washed with ice water / brine (25 mL), dried overNa2SO4 and filtered. The filtrate was brought to dryness and the residue was purified by column chromatography (silica gel, 10 g, heptane / ethyl acetate) to obtain the title compound (120 mg, 65%) as colorless liquid, LC-MS: 355.2 [MH?i.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,73455-13-7, its application will become more common.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; FREI, Beat; GOBBI, Luca; GRETHER, Uwe; RICKLIN, Fabienne; ROEVER, Stephan; ROGERS-EVANS, Mark; ROMBACH, Didier; (49 pag.)WO2018/234284; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem