Tag: M.W:100-200

Electric Literature of 358780-14-0, Adding some certain compound to certain chemical reactions, such as: 358780-14-0, name is 1-(6-(Trifluoromethyl)pyridin-3-yl)ethanone,molecular formula is C8H6F3NO, 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 358780-14-0.

In methanol (30.0 mL), 10.3 mmol l-[6-(Trifluoromethyl)-3- pyridinyl]ethanone is dissolved. Sodium borohydride (584 mg, 15.4 mmol) is added and the mixture is stirred at 0C for 30 minutes. The solvent is evaporated under reduced pressure and water is added. Extraction with ethyl acetate, washing with saturated brine and drying over anhydrous sodium sulfate is performed. After filtration, the solvent in the filtrate is evaporated under reduced pressure.

According to the analysis of related databases, 358780-14-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SOLVAY SA; BRAUN, Max Josef; (21 pag.)WO2017/198812; (2017); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 73583-41-2 ,Some common heterocyclic compound, 73583-41-2, molecular formula is C5H3BrClN, 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: Toluene/tert-butanol(6 mL, v/v, 5:1) was added to the mixture of 4-piperidone ketal(1.0 mmol, 1.0 equiv), aryl bromide 15af. (1.1 mmol, 1.1 equiv),sodium tert-butoxide (1.0 mmol, 1.0 equiv), palladium diacetate(0.05 mmol, 0.05 equiv), and X-Phos (0.05 mmol, 0.05 equiv), andthe mixture was stirred in a microwave reactor under argon for15 min at 160 C. After the reaction vials were cooled to roomtemperature and filtered over celite, they were rinsed well withethyl acetate. The filtrate was subsequently evaporated underreduced pressure to obtain the compounds 16a-f.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,73583-41-2, its application will become more common.

Reference:
Article; Wang, Zhengyu; Shi, Xiaofan; Zhang, Huan; Yu, Liang; Cheng, Yanhua; Zhang, Hefeng; Zhang, Huibin; Zhou, Jinpei; Chen, Jing; Shen, Xu; Duan, Wenhu; European Journal of Medicinal Chemistry; vol. 139; (2017); p. 128 – 152;,
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

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

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

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

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

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

Related Products of 4487-56-3, Adding some certain compound to certain chemical reactions, such as: 4487-56-3, name is 2,4-Dichloro-5-nitropyridine,molecular formula is C5H2Cl2N2O2, 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 4487-56-3.

Sledeski, A.W.; Kubiak, G.G. ; O’Brien, M.K. : Powers, M.R.; Powner, T.H. ; Truesdale, L.K. J. Org. Chem. 2000, 65, 8114-8118. In a 250 mL round-bottomed flask was 2,4-dichloro-5-nitropyridine (4.27 g, 22.13 mmol), (0082) POTASSIUM FLUORIDE (3.86 g, 66.4 mmol), and 18C6 (0.936 g, 3.54 mmol) in NMP (15 mL) to give a tan suspension. The mixture was heated at 100C under nitrogen for 3 h. LCMS showed complete conversion to a new peak. The mixture was then partitioned between water and ether (with some hexane: better for getting rid of NMP). The organic layer was washed with water, brine, dried and concentrated to a tan oil. It became solid (2.8 g, 79%) when cooled in frige. The material was used as is.

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. 4487-56-3, 2,4-Dichloro-5-nitropyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; LUO, Guanglin; SIVAPRAKASAM, Prasanna; DUBOWCHIK, Gene M.; MACOR, John E.; (45 pag.)WO2018/98413; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 124870-33-3, Adding some certain compound to certain chemical reactions, such as: 124870-33-3, name is Methyl 2-(3-cyanopyridin-4-yl)acetate,molecular formula is C9H8N2O2, 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 124870-33-3.

Preparation of Intermediate 4-(2-hydroxyethyl)nicotinonitrile (I-65b) NaBH4 (228 mg, 6.023 mmol) was added portion wise over a period of 20 minutes to a solution of methyl 2-(3-cyanopyridin-4-yl)acetate (I-65a: 530 mg, 3.011 mmol) in ethanol (6 mL) at 0 C. and the resulting reaction mass was stirred at 0 C. for 4 hours. The reaction was monitored by TLC (50% ethyl acetate in hexane). The reaction mass was quenched with saturated NH4Cl solution and extracted using ethyl acetate. The organic layer was washed with water, brine solution, dried over Na2SO4 and concentrated under reduced pressure to afford the crude product. Purification by column chromatography on silica gel (2% methanol in DCM) afforded 100 mg of the product (22.42% yield). 1H NMR (300 MHz, CDCl3): delta 8.85 (s, 1H), 8.7 (d, 1H), 7.4 (d, 1H), 4.0 (t, 2H), 3.1 (t, 2H). LCMS: 99.03%, m/z=149.1 (M+1)

According to the analysis of related databases, 124870-33-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NOVARTIS AG; Bock, Mark Gary; Gaul, Christoph; Gummadi, Venkateshwar Rao; Moebitz, Henrik; Sengupta, Saumitra; US2014/45872; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem