Month: April 2022

Electric Literature of 936011-17-5, 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 936011-17-5 as follows.

[0926] XXV-6 was obtained following the synthetic scheme as described above. MS (ESI) m/z (M+H)+ 231.95.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,936011-17-5, its application will become more common.

Reference:
Patent; Buckman, Brad Owen; Nicholas, John Beamond; Ramphal, Johnnie Y.; Emayan, Kumaraswamy; Seiwert, Scott D.; US2014/94456; (2014); 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. 69045-83-6, name is 2,3-Dichloro-5-(trichloromethyl)pyridine, the common compound, a new synthetic route is introduced below. Application In Synthesis of 2,3-Dichloro-5-(trichloromethyl)pyridine

EXAMPLE 10 2,3-Dichloro-5-(trifluoromethyl)pyridine STR12 A 360 milliliter (ml) TEFLON PFA reaction flask, fitted with a PFA reflux condenser, an HF bleed tube, a magnetic stirrer and an optical pyrometer, was charged with 180 grams (g) of 2,3-dichloro-5-(trichloromethyl)pyridine and 4.3 g (5 mole percent) of FeCl2. Anhydrous HF gas was introduced into the reaction mixture (~4 g/hr) below the surface of the liquid as the reaction mixture was heated to a temperature between 170 C. and 175 C. This temperature (170-175 C.) was maintained for a period of 70 hours with constant agitation. Standard gas-liquid chromatography (GLC) analysis of the product indicated that the reaction product contained:

The synthetic route of 69045-83-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; The Dow Chemical Company; US4590279; (1986); A;,
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.1163693-01-3, name is 2-Chloro-3-iodo-4-methoxypyridine, molecular formula is C6H5ClINO, molecular weight is 269.47, as common compound, the synthetic route is as follows.Recommanded Product: 2-Chloro-3-iodo-4-methoxypyridine

A solution of 4a3 (33.1 g, 123 mmol), F (7.14 g, 123 mmol) and Cul (23.39 g, 123 mmol) in NMP (165 mL) is heated at 80 C. Methyl-2-chloro-2,2-difluoroacetate (51.8 mL, 491 mmol) is added and the mixture is heated 1.5 h at 120 C. The reaction mixture is poured into brine and Et20 is added. The solid is filtered and the layers separated. The organic layer is washed with water and the aqueous layer is extracted with Et20. The combined organic layers are washed with brine, dried over Na2S04, filtered and concentrated in vacuum followed by Kugelrohr distillation to afford the trifluoromethyl derivative 4a4.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1163693-01-3, 2-Chloro-3-iodo-4-methoxypyridine, and friends who are interested can also refer to it.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GmbH; STAMMERS, Timothy; BARBEAU, Xavier; BEAULIEU, Pierre; BERTRAND-LAPERLE, Megan; BROCHU, Christian; EDWARDS, Paul, J.; FORGIONE, Pasquale; GODBOUT, Cedrickx; HUCKE, Oliver; JOLY, Marc-Andre; LANDRY, Serge; LEPAGE, Olivier; NAUD, Julie; PESANT, Marc; POIRIER, Martin; POIRIER, Maude; THAVONEKHAM, Bounkham; WO2011/32277; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 54-92-2, 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.54-92-2, name is N’-Isopropylisonicotinohydrazide, molecular formula is C9H13N3O, molecular weight is 179.22, as common compound, the synthetic route is as follows.

General procedure: To a solution of the 4a (1g, 3.48 mmol), N’-isopropylbenzohydrazide (7a) (0.93g, 5.22 mmol) and HATU (1.98g ,5.22 mmol) in DMF (15.0 mL) was added N,N-diisopropylethylamine (DIPEA) (0.90 ml, 5.22 mmol). The reaction mixture was then stirred at room temperature overnight, and then partitioned between ethyl acetate and water. The organic phase was washed with brine dried over MgSO4, and concentrated. Purification by silica gel column chromatography using n-Hexane:EtOAc=3:1 as eluting solvents gave compound 8a as white solid. Compounds 8a-y, 14a-d, 15, 18, 20a and 20b were also prepared using same procedure.

The chemical industry reduces the impact on the environment during synthesis 54-92-2, I believe this compound will play a more active role in future production and life.

Reference:
Article; Kim, Minkyoung; Kwon, Jinsun; Kim, Mun Ock; Singh, Sarbjit; Kim, Sang Kyum; Lee, Kyeong; Lee, Kiho; Lee, Hyun Sun; Choi, Yongseok; Bulletin of the Korean Chemical Society; vol. 36; 2; (2015); p. 628 – 635;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 89282-03-1 ,Some common heterocyclic compound, 89282-03-1, molecular formula is C5H4INO, 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.

Dry DMF (6.0 mL) was added to methyl 4-hydroxy-3-iodobenzoate (0.56 g, 2.0 mmol), ethynylboronic acid MIDA ester (0.47 g, 2.6 mmol), CuI (38 mg, 0.20mmol), PdCl2(Ph3P)2 (70 mg, 0.10 mmol) and Ph3P (52 mg, 0.20 mmol) under N2. 1,1,3,3-Tetramethylguanidine(TMG) (0.30 mL, 2.4 mmol) was added to the resulting solution under N2. The reactionmixture was stirred at 50 Cfor 22 h under N2. The resulting mixture was diluted with water to form aprecipitate, which was filtered, washed with water and dried at room temperature. The obtained solid was dissolved in acetone and purified by flash chromatography (SiO2, CH2Cl2 : MeOH = 10 : 1). The eluted material was washed with hot EtOH and dried to give 1A (493.6 mg, 75%) as a pale brown solid; Furo[3,2-c]-2-boronic acid (13): Prepared from 4-hydroxy-3-iodopyridine and ethynylboronic acidMIDA ester. The resulting mixture was diluted with water and extracted with AcOEt. The organic layers were dried over Na2SO4 and concentrated. The residue was purified by flash chromatography (SiO2,CH2Cl2 : MeOH = 10 : 1) to give 180.7 mg of 1 : 1 mixture of MIDA boronate and boronic acid as a pale yellow powder (41%). The mixture was treated with hot EtOH to afford 13 (109.9 mg, 34%) as a paleyellow solid; IR (cm-1) 3000, 1736, 1616, 1591, 1570, 1541, 1473, 1373, 1356, 1300, 1228, 1164, 1145,1039; 1H-NMR (DMSO-d6) delta 7.57 (d, J = 0.5 Hz, 1H), 7.65 (d, J = 6.0 Hz, 1H), 8.46 (d, J = 6.0 Hz, 1H),9.00 (s, 1H); HRMS calcd for C7H7NO3B [M+H] 164.0514, found 164.0513 (Delta 0.05).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,89282-03-1, its application will become more common.

Reference:
Article; Sakurai, Yohji; Heterocycles; vol. 94; 7; (2017); p. 1322 – 1336;,
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. 89402-42-6, name is 2,3-Difluoro-5-(trifluoromethyl)pyridine. A new synthetic method of this compound is introduced below., Product Details of 89402-42-6

Example 4 3-Fluoro-2-phenylthio-5-trifluoromethylpyridine At 148-156 C., 59.6 g (0.326 mol) of 2,3-difluoro-5-trifluoromethylpyridine were added over a period of 2.5 h to 37.7 g (0.338 mol) of 98.7% pure thiophenol and 2.1 mg (0.01 mol %) of copper powder, and the mixture was stirred at 156-164 C. for 2 hours. After cooling, the residue was taken up in methylene chloride, washed with 0.5 N aqueous sodium hydroxide solution and water, dried over magnesium sulfate and concentrated under reduced pressure. 88.9 g (100% of theory) of the title compound of

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, 89402-42-6, 2,3-Difluoro-5-(trifluoromethyl)pyridine.

Reference:
Patent; BASF Aktiengesellschaft; US6191280; (2001); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 17282-01-8, 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 17282-01-8, name is 3-Bromo-2-fluoro-5-picoline. This compound has unique chemical properties. The synthetic route is as follows.

A mixture of 3-bromo-2-fluoro-5-methylpyridine (202 mg, 1.06 mmol),4,4,4′,4′,5,5,5′,5′-octamethyl-2,2′-bi-1,3,2-dioxaborolane (300 mg, 1.17 mmol), potassiumacetate (208 mg, 2.12 mmol) and PdCh(PPh3h (37 mg, 0.053 mmol) in dioxane (4 mL) wasstirred for 3 hours at 100C. To the mixture was added di-tert-butyl(6′-bromotrispiro[cyclobutane-1,2′-chromene-4′,4″-[1,3]oxazole-3′,3″‘-oxetan]-2″-yl)imidodicarbonate (300 mg, 0.531 mmol), sodium carbonate (225 mg, 2.12 mmol) and H20 (1 mL),and the mixture was stirred for 1.5 hours at 100 oc. The mixture was treated with charcoal,and filtered off. The filtrate was partitioned between EtOAc and water. The organic layer waswashed with brine, dried over MgS04 , filtered, and the filtrate was evaporated to give a palebrown oil. The oil was dissolved in toluene (5 mL) and to the mixture was added silicagel(neutral; 600 mg). The mixture was refluxed for 1 hour. The solvent was evaporated off. Silicagel column chromatography (CHCh-EtOH, linear gradient of EtOH from 0 to 20%)afforded a solid. The solid was triturated in Et20 and collected by filtration, washed with Et20and dried in vacuo at 70 octo give6′-(2-fluoro-5-methylpyridin-3-yl)trispiro[cyclobutane-1,2′-chromene-4′,4″-[1,3]oxazole-3’,3″‘-oxetan]-2″-amine (130 mg).

According to the analysis of related databases, 17282-01-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASTELLAS PHARMA INC.; COMENTIS, INC.; MUNAKATA, Ryosuke; INOUE, Makoto; TOMINAGA, Hiroaki; YAMASAKI, Shingo; SHIINA, Yasuhiro; SAMIZU, Kiyohiro; HAMAGUCHI, Hisao; HONG, Lin; WO2013/181202; (2013); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 10128-72-0, 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.10128-72-0, name is Methyl 3-hydroxyisonicotinate, molecular formula is C7H7NO3, molecular weight is 153.14, as common compound, the synthetic route is as follows.

[0166] To a solution of chloride (200 mg, 1.0 mmol, 1.0 eq), and phenol (153 mg, 1.0 mmol, 1.0 eq) in DMF (15 mL) was added K2C03 (414 mg, 3.0 nimol, 3.0 eq) and the reaction mixture was heated at 8 0-90 C for 5 h. Solvent was removed and the residue was purified by column chromatography (EtOAc/ MeOH) to give the alkylation product. MS: exact mass calculated for C15H13N303, 283.10; m/z found, 284 [M+H]+.

The chemical industry reduces the impact on the environment during synthesis 10128-72-0, I believe this compound will play a more active role in future production and life.

Reference:
Patent; GLOBAL BLOOD THERAPEUTICS, INC.; CYTOKINETICS, INC.; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; METCALF, Brian; CHUANG, Chihyuan; WARRINGTON, Jeffrey; PAULVANNAN, Kumar; JACOBSON, Matthew P.; HUA, Lan; MORGAN, Bradley; WO2013/102145; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1142197-14-5 ,Some common heterocyclic compound, 1142197-14-5, molecular formula is C8H8BrN, 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.

A mixture of tert-butyl 4-(5-amino-lH-pyrazol-3-yl)piperidine-l-carboxylate (300 mg, 1.126 ramol), 2-bromo-5-cyclopropylpyridine (234mg, 1.183mmol), copper(I) iodide (21.45mg, 0.1 13mmol), (lS,2S)-NN2-dime ylcyclohexane-l,2-diamine (16.02 mg, 0.113 mmol), and cesium carbonate (734mg, 2.253 mmol), DMSO (3 rnL), was purged with N2 for 30 min. The mixture was heated to 130 C in a sealed tube for 15 h. The mixture was cooled to rt. and water (30 mL) was added. The mixture was extracted with EtOAc (3 x 30 mL). The combined organic extracts were dried (MgS04) and concentrated in vacuo. The residue was purified by silica gel chromatography, eiuting with a solvent gradient of 0 to 40 % EtOAc in hexanes to give the product as a white solid. 1H NMR (400 MHz, CDC13) delta 8.03 (m, 1H), 7.74 (m, 1H), 7.32 (m, 1H), 5.88 (bs, 2H), 5.26 (s, 1H), 4.10 (m, 2H), 2.79 (m, 2H), 2.67 (m, 1H), 1.88-1.79 (ra, 3H), 1.61-1.54 (m, 2H), 1.42 (s, 9H), 1.20(t, J- 7.2 Hz, 1H), 0.94 (m, 2H), 0.63 (m, 2H).

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. 1142197-14-5, 2-Bromo-5-cyclopropylpyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK SHARP & DOHME CORP.; MCELROY, William, T.; LI, Guoqing; HO, Ginny Dai; TAN, Zheng; PALIWAL, Sunil; SEGANISH, William Michael; TULSHIAN, Deen; LAMPE, John; METHOT, Joey, L.; ZHOU, Hua; ALTMAN, Michael, D.; ZHU, Liang; WO2012/129258; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 695-98-7, 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. 695-98-7, name is 2,3,5-Trimethylpyridine, molecular formula is C8H11N, 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.

EXAMPLE 1 Bis(bis(trimethylsilyl)amido)bis(2,3,5-collidine)magnesium A 100-mL Schlenk flash was charged with bis(bis(trimethylsilyl)amido)bis(tetrahydrofuran)-magnesium (0.200 g, 0.460 mmol), a magnetic stir bar, and benzene (40 mL). 2,3,5-collidine (0.12 g, 0.91 mmol) was then added to this solution. The mixture was stirred for 18 h at room temperature. The volatile components were removed at reduced pressure to afford a yellow-orange solid. This solid was extracted into hexane (10 mL) and the resultant solution was filtered through a 2-cm pad of Celite.(R).. The filtrate was cooled to -20° C. for 18 h to afford colorless blocks of 1 (0.18 g, 66percent). Spectroscopic and analytical data for 1: mp 72°-73° C.; IR (Nujol, cm-1) 1249 (s), 1211 (m), 1148 (m), 1021 (s), 973 (s), 887 (s), 841 (s), 782 (s), 738 (s), 725 (s), 661 (s), 610 (s), 537 (s); 1 H NMR (C6 D6, delta) 8.39 (s, 2,3,5-collidine C-H), 6.63 (s, 2,3,5-collidine C-H), 2.43 (s, 2,3,5-collidine CH3), 1.81 (s, 2,3,5-collidine CH3), 1.69 (s, 2,3,5-collidine CH3), 0.33 (s, Si(CH3)3); 13 C{1 H} NMR (C6 D6, ppm) 154.32 (s, 2,3,5-collidine C-CH3), 147.00 (s, 2,3,5-collidine C-H), 139.41 (s, 2,3,5-collidine C-H), 132.00 (s, 2,3,5-collidine C-CH3), 131.26 (s, 2,3,5-collidine C-CH3), 22.04 (s, 2,3,5-collidine C-CH3), 18.62 (s, 2,3,5-collidine C-CH3), 17.45 (s, 2,3,5-collidine C-CH3), 5.87 (s, Si (CH3)3); Anal. Calcd for C28 H58 MgN4 Si4: C, 57.25; H, 9.95; N, 9.54. Found: C, 56.25; H, 10.00; N, 9.61.

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 695-98-7, 2,3,5-Trimethylpyridine.

Reference:
Patent; Wayne State University; US5892083; (1999); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem