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. 1211532-15-8, name is 6-Methoxy-5-(trifluoromethyl)nicotinic acid. A new synthetic method of this compound is introduced below., Recommanded Product: 1211532-15-8

(5-bromopyridin-2-yl) ((2S) -2- (4-chlorophenyl) piperazin- 1 -yl) methanone hydrochloride (300 mg)6-methoxy-5- (trifluoromethyl) nicotinic acid (180 mg),HATU (0.4 g),A mixture of triethylamine (0.2 ml) and DMF (3 ml)And the mixture was stirred at room temperature for 2 hours.The mixture was extracted with ethyl acetate and water. The obtained organic layer was washed with saturated brine, dried over magnesium sulfate and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane / ethyl acetate) to give the title compound (338 mg).

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, 1211532-15-8, 6-Methoxy-5-(trifluoromethyl)nicotinic acid.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; MIZOJIRI, RYO; CARY, DOUGLAS ROBERT; HIRAYAMA, TAKAHARU; ITO, MASAHIRO; TANAKA, TOSHIO; IMAEDA, YASUHIRO; SASAKI, SHIGEKAZU; TAKAMI, KAZUAKI; FUKUDA, KOICHIRO; KAMAURA, MASAHIRO; MORISHITA, NAO; (133 pag.)JP2017/222626; (2017); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 171197-80-1, 2-Fluoro-5-iodopyridine, 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, 171197-80-1, blongs to pyridine-derivatives compound. COA of Formula: C5H3FIN

Preparation 145-Cyclopropyl-2-fluoro-pyridineCombine 2-fluoro-5-iodo-pyridine (1.12 g, 5 mmol), cyclopropylboronic acid (645 mg, 7.5 mmol), palladium acetate (56 mg, 0.25 mmol) and potassium phosphate (3.2 g, 15 mmol) in toluene/water (20: 1, 21 mL). Heat the mixture at 100 0C for 4 h. Dilute the mixture with chloroform-IPA (3:1, 100 mL). Wash the organic phase with saturated aqueous sodium chloride and water. Dry the mixture over sodium sulfate. Concentrate the solution in vacuo to a brown oil. Purify by column chromatography (20 % ethyl acetate in hexane) to afford the title compound as a pale yellow oil (430 mg, 63 %).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,171197-80-1, its application will become more common.

Reference:
Patent; ELI LILLY AND COMPANY; WO2008/144222; (2008); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 112110-07-3 ,Some common heterocyclic compound, 112110-07-3, molecular formula is C6H5F3N2, 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 solution of sodium nitrite (402 mg, 5.83 mmol) in water (6.8 mL) was added slowly to a suspension of 5-(trifluoromethyl)pyridin-3-amine (947 mg, 5.55 mmol) in hydrogen bromide (48% aqueous solution, 1.57 mL) in ice-water bath. After being stirred for 10 min, the resulting orange diazo solution was directly but slowly transferred to a stirring mixture of copper(I) bromide (876 mg, 6.11 mmol) and hydrogen bromide (48% aqueous solution, 0.38 mL). The resulting brown mixture was heated at 60 C. for 1 h. After cooling to room temperature, the mixture was diluted with methylene chloride, washed with 50% NaOH (until pH=11), and water. The aqueous layer was back extracted with methylene chloride. The combined organic extracts were carefully concentrated under vacuum to provide crude product without purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,112110-07-3, its application will become more common.

Reference:
Patent; Xue, Chu-Biao; Zheng, Changsheng; Feng, Hao; Xia, Michael; Glenn, Joseph; Cao, Ganfeng.; Metcalf, Brian W.; US2006/4018; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 6515-09-9, 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.6515-09-9, name is 2,3,6-Trichloropyridine, molecular formula is C5H2Cl3N, molecular weight is 182.4351, as common compound, the synthetic route is as follows.

500 g of 2.3.6-trichloropyridine,1800g methanol,20 g of mixed catalyst (8% Pt / C: 8% Pd / C = 1: 10)And 45g pyridine was added to the reactor,Introducing hydrogenAt the same time slowly dropping 5% by weight of sodium hydroxide methanol solution,Maintain the reactor pressure is 0.3Mpa,The temperature is 30 ,After the hydrogenation is completed,Replacement of hydrogen,Filtered out Pt / C and Pd / C catalyst applied,Receive the filtrate atmospheric distillation recovery of methanol,The remaining material by adding water,Cooling crystallization,Centrifuge,Purification gives 2,3-dichloropyridine.The purity of 2,3-dichloropyridine in step (a) is 97.6%The yield of 88.5% after the crystallization without purification gas chromatogram shown in Figure 1.

Statistics shows that 6515-09-9 is playing an increasingly important role. we look forward to future research findings about 2,3,6-Trichloropyridine.

Reference:
Patent; Jiangsu Fubiya Chemicals Co., Ltd.; Chen Mingguang; Wu Bangyuan; Shi Zhongfeng; Zhang Wenzhong; Xu Jun; (16 pag.)CN106588758; (2017); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 4684-94-0 ,Some common heterocyclic compound, 4684-94-0, molecular formula is C6H4ClNO2, 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.

General procedure: An oven dried resealable screw cap standard reaction tube containinga magnetic stir bar was charged with potassium persulfate(1.75 mmol, 472.5 mg), bismuth nitrate (1.0 mmol, 486 mg). Thenaryl carboxylic (0.5 mmol) was introduced in this mixture followedby acetonitrile (3 mL) was added in it. The tube was placed in apreheated oil bath at 130 C and the reaction mixture was stirredvigorously for 24 h in air atmosphere. The reaction mixture wascooled to room temperature, diluted with 2 mL ethyl acetate andfiltered through celite, eluting with additional 10 mL of ethyl acetate.The filtrate was concentrated and the resulting residue waspurified by column chromatography.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4684-94-0, its application will become more common.

Reference:
Article; Agasti, Soumitra; Maiti, Siddhartha; Maity, Soham; Anniyappan; Talawar; Maiti, Debabrata; Polyhedron; vol. 172; (2019); p. 120 – 124;,
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. 790692-90-9, name is 6-Chloro-5-iodo-3-nitropyridin-2-amine, the common compound, a new synthetic route is introduced below. Product Details of 790692-90-9

A solution of palladium acetate (187 mg, 0.83 mmol) and triphenyl arsine (509 mg, 1.66 mmol) in chloroform (30 mL) was stirred for 30 min at room temperature. This solution was added to the mixture of glycal (3.25 g, 9.2 mmol), 2 (2.49 g, 8.3 mmol) and silver carbonate (4.59 g, 16.6 mmol) in chloroform (60 mL) at room temperature. The reaction mixture was refluxed overnight, cooled to room temperature and filtered through a celite pad, the filtrate was concentrated and the residue was purified by silica gel column chromatography (Hex/EtOAc=4/1 to 7/3) to give compound 3 (2.75 g, 5.23 mmol, 63%) as an orange foam. 1H NMR (CDCl3, 300 MHz) delta8.42 (s, 1H), 7.73-7.82 (m, 4H), 7.41-7.48 (m, 6H), 5.83 (nm, 1H), 7.77 (m, 1H), 4.23 (s, 1H), 3.90 (m, 2H), 1.78 (t, 1H, J=6.0), 1.23 (t, 1H, J=6.9), 1.08 (s, 9H).

The synthetic route of 790692-90-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Benner, Steven A; Hoshika, Shuichi; (37 pag.)US10059737; (2018); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 94220-38-9, 7-Chloro-5-methyl-1H-pyrazolo[4,3-b]-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, Formula: C7H6ClN3, blongs to pyridine-derivatives compound. Formula: C7H6ClN3

EXAMPLE 8 7-(2-Methylallylamino)-5-methyl-1H-pyrazolo[4,3-b]pyridine (E8) STR22 The title compound was prepared from 7-chloro-5-methyl-1H-pyrazolo[4,3-b]pyridine (D4) and 2-methylallylamine as a pale yellow solid, m.p. 161-164, by the method given in Example 1. delta(DMSO-d6) 1.78 (3H,br s); 2.42 (3H,s); 3.87 (2H,br d, J-5 Hz); 4.8-5.1 (2H,m); 6.19 (1H,s); 6.57 (1H, br t); 7.93 (1H,s); 12.58 (1H,br s).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,94220-38-9, 7-Chloro-5-methyl-1H-pyrazolo[4,3-b]-pyridine, and friends who are interested can also refer to it.

Reference:
Patent; Beecham Group p.l.c.; US4670432; (1987); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 887266-57-1, 3-Fluoro-2-hydrazinylpyridine, 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, name: 3-Fluoro-2-hydrazinylpyridine, blongs to pyridine-derivatives compound. name: 3-Fluoro-2-hydrazinylpyridine

Under argon, a solution of methyl 2-{3-(4-chlorophenyl)-5-oxo-4-[(2S)-3,3,3-trifluoro-2- hydroxypropyl]-4,5-dihydro-1H-l,2,4-triazol-1-yl}ethanimidate (Example 2A, 200 mg, 528 muiotaetaomicron) in THF (2.0 ml) was treated at 0C with N,N-diisopropylethylamine (280 mu, 1.6 mmol) and (2R)- l-chloro-1-oxopropan-2-yl acetate (73 mu, 580 muiotaetaomicron) and stirred at 0C for 30 min. 3-Fluoro-2- hydrazinylpyridine (73.8 mg, 581 muiotaetaomicron) was then added and the resulting mixture was stirred overnight at room temperature and evaporated. The residue was purified by preparative HPLC (Method 4) affording 195 mg (65% of th.) of the title compound.LC-MS (Method 1): Rt = 1.01 min; MS (ESIpos): m/z = 570 [M+H]+-NMR (400 MHz, DMSO-d6) delta [ppm]: 8.46 (br. d, 1H), 8.14 (m, 1H), 7.86-7.53 (m, 5H), 6.89 (d, 1H), 5.93 (q, 1H), 5.12 (m, 2H), 4.30 (m, 1H), 4.11-3.74 (m, 2H), 1.79 (s, 3H), 1.59 (d, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,887266-57-1, 3-Fluoro-2-hydrazinylpyridine, and friends who are interested can also refer to it.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; COLLIN-KROePELIN, Marie-Pierre; KOLKHOF, Peter; NEUBAUER, Thomas; FUeRSTNER, Chantal; POOK, Elisabeth; TINEL, Hanna; SCHMECK, Carsten; WASNAIRE, Pierre; SCHIRMER, Heiko; LUSTIG, Klemens; GRIEBENOW, Nils; (195 pag.)WO2019/81302; (2019); A1;,
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. 1026796-81-5, name is N-(4-Bromopyridin-2-yl)acetamide. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of N-(4-Bromopyridin-2-yl)acetamide

To the solution of tert-butyl (4-(trimethylstannyl)phenyl)carbamate (750 mg,2.106 mmol) in DMF (7.5 mL) was added N-(4-bromopyridin-2-yl)acetamide (453mg, 2.106 mmol), K2C03 (873 mg, 6.32 mmol) and tetrabutylammonium bromide (1 .019 g, 3.16 mmol). The reaction mixture was purged with nitrogen and bis(triphenylphosphine)palladium(II) chloride (148 mg, 0.211 mmol) was added. The reaction mixture was heated at 110 C for 16 h. The reaction mixture wasdiluted with water (50 mL). The aq. layer was extracted with ethyl acetate (3 x 25 mL). The combined organic layers were dried over Na2SO4 and concentrated under reduced pressure to afford tert-butyl (4-(2-acetamidopyridin-4-yl)phenyl)carbamate (900 mg, 63% yield) as a brown sticky solid, which was used as is in the next step. LCMS (ESI) rn/c 328.2 [(M+H), calcd for C,8H22N303, 328.2]; LC/MS retentiontime (method B): tR = 1.49 min.

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, 1026796-81-5, N-(4-Bromopyridin-2-yl)acetamide.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; HARTZ, Richard A.; AHUJA, Vijay T.; BRONSON, Joanne J.; DZIERBA, Carolyn Diane; MACOR, John E.; NARA, Susheel Jethanand; RAJAMANI, Ramkumar; WO2015/6100; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 107867-51-6, 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 107867-51-6 as follows.

Unpurified 5-(trifluoromethyl)pyridin-2,3-diamine was added to diethyl oxalate (10.0 mL). The mixture was stirred at 120 C. for 12 hours and then cooled to room temperature. Et2O was added thereto to form a solid, and the formed solid was filtered under reduced pressure to obtain brown solid compound of 7-(trifluoromethyl)pyrido[2,3-b]pyrazin-2,3-diol. The mixture of unpurified 7-(trifluoromethyl)pyrido[2,3-b]pyrazin-2,3-diol and POCl3 (10.0 mL) was stirred at 130 C. for 12 hours and then cooled to room temperature. The reaction mixture was poured into ice water to form a solid. The formed solid was filtered and then dried under reduced pressure to obtain brown solid compound of 2,3-dichloro-7-(trifluoromethyl)pyrido[2,3-b]pyrazine (370.0 mg, 53% in 3 steps).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,107867-51-6, its application will become more common.

Reference:
Patent; C&C RESEARCH LABORATORIES; Ho, Pil Su; Yoon, Dong Oh; Han, Sun Young; Lee, Won Il; Kim, Jung Sook; Park, Woul Seong; Ahn, Sung Oh; Kim, Hye Jung; US2014/315888; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem