Month: August 2021

Related Products of 31301-51-6, Adding some certain compound to certain chemical reactions, such as: 31301-51-6, name is 2-Chloro-5-fluoropyridine,molecular formula is C5H3ClFN, 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 31301-51-6.

1st step A tetrahydrofuran (5 ml) solution containing 2-chloro-5-fluoropyridine (500 mg) was added to a tetrahydrofuran (20 ml) solution containing lithium-N,N-diisopropylamide (2M tetrahydrofuran/ethylbenzene/heptane solution) (2.9 ml) at -75C in a nitrogen atmosphere, followed by stirring at -75C for 3 hours. Subsequently, a tetrahydrofuran (5 ml) solution containing iodine (1.16 g) was added, followed by stirring at -75C for 1 hour. Then, water/tetrahydrofuran (2 ml/8 ml), water (10 ml), and 3M aqueous sodium thiosulfate were slowly added at -75C, -50C, and -35C, respectively, to the reaction solution. The reaction solution was adjusted to room temperature, followed by extraction with ethyl acetate. The resultant was washed with saturated saline and dried over anhydrous sodium sulfate. Thereafter, the solvent was distilled away under reduced pressure, the obtained residue was purified by silica gel chromatography (n-hexane : ethyl acetate = 20:1 to 10:1), and a white solid of 2-chloro-5-fluoro-4-iodopyridine (457 mg) was thus obtained. 1H-NMR (CDCl3, 300MHz) delta:8.14 (s, 1H), 7.77 (d, 1H, J = 4.3Hz) 2nd step

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. 31301-51-6, 2-Chloro-5-fluoropyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; FUJIFILM Corporation; FUJIWARA, Hideyasu; SATO, Kimihiko; MIZUMOTO, Shinsuke; SATO, Yuichiro; KURIHARA, Hideki; KUBO, Yohei; NAKATA, Hiyoku; BABA, Yasutaka; TAMURA, Takashi; KUNIYOSHI, Hidenobu; HAGIWARA, Shinji; YAMAMOTO, Mari; (630 pag.)EP2589592; (2018); B1;,
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. 84249-14-9, name is 2-Amino-4-bromopyridine. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 84249-14-9

Step 1: N-(4-bromopyridin-2-yl)acetamide To a solution of 4-bromopyridin-2-amine (12.0 g, 69.4 mmol) in acetic anhydride (240 mL) was added DMAP (0.0847 g, 0.694 mmol). The reaction mixture was allowed to stir at 140 C. for 3 h and then allowed to cool to rt. Ice water was added and the pH of the mixture was adjusted to 8.5 by the addition of concentrated NH4OH. The solid which precipitated was filtered, washed with cold water and hexanes, and dried to give N-(4-bromopyridin-2-yl)acetamide (13.3 g, 89%) as a white solid.

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, 84249-14-9, 2-Amino-4-bromopyridine.

Reference:
Patent; MILLENNIUM PHARMACEUTICALLS, INC.; BHARATHAN, INDU T.; BLACKBURN, Chris; CIAVARRI, Jeffrey P.; CHOUITAR, Jouhara; CILLIS, Courtney A.; D’AMORE, Natalie; FLE,OMG, Paul E.; GIGSTAD, Kenneth M.; GIPSON, Kirsta E.; GIRARD, Mario; HU, Yongbo; LEE, Janice; LI, Gang; REZAEI, Mansoureh; SINTCHAK, Michael D.; SOUCY, Francois; STROUD, Stephen g.; VOS, Tricia J.; XU, He; YE, Yingchun; (48 pag.)US2016/333007; (2016); 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 16063-69-7, name is 2,4,6-Trichloropyridine. This compound has unique chemical properties. The synthetic route is as follows. category: pyridine-derivatives

EXAMPLE 12-1Preparation of Compound 12-L [0672j A solution of 2,4,6-trichioropyridine (6.5 g, 36 mmol) in anhydrous methanol (20 mL) was added MeONa (2.9 g, 54 mmol) at 0C. The reacton mixture was stirred at rt for 12 h. The reaction was quenched with dry ice, and the mixture was filtered. The solution was concentrated under reduced pressure, and the residue was dissolved in EA. The mixture was washed with water, and the organic layers were dried over NaSO4. The solvent was concentrated to give 12-L (4.2 g, 67%).

With the rapid development of chemical substances, we look forward to future research findings about 16063-69-7.

Reference:
Patent; ALIOS BIOPHARMA, INC.; WANG, Guangyi; BEIGELMAN, Leonid; TRUONG, Anh; NAPOLITANO, Carmela; ANDREOTTI, Daniele; HE, Haiying; WO2014/31784; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 79456-30-7 ,Some common heterocyclic compound, 79456-30-7, molecular formula is C6H4BrF3N2, 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.

Production Example 59-2 40 g of 3-bromo-5-trifluoromethyl-pyridin-2-ylamine, 2.2 g of copper (II) acetylacetone, 6.6 g of acetylacetone, 59 g cf cesium carbonate, and 105 mL of NMP were added to an autoclave reactor, and 25 mL of a 28% ammonia water solution was added thereto under ice-cooling. After sealing the reactor, the temperature was elevated to 110C and the mixture was heated and stirred for 12 hours. After ice-cooling to room temperature, the reaction mixture was diluted with water and was subjected to extraction using ethyl acetate. A combined organic layer was dried using sodium sulfate, and then, was condensed under reduced pressure. The residue was subjected to silicagel column chromatography to obtain 15 g of 5-trifluoromethyl-pyridine-2,3-diamine. 5-trifluoromethyl-pyridine-2,3-diamine 1H-NMR (CDC13) delta: 7.93 (1H, d), 7.04 (1H, d), 4.71 (2H, brs), 3.46 (2H, brs).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,79456-30-7, its application will become more common.

Reference:
Patent; Sumitomo Chemical Company, Limited; SUZUKI, Tatsuya; IWATA, Atsushi; NOKURA, Yoshihiko; EP2865266; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1083057-14-0 , The common heterocyclic compound, 1083057-14-0, name is tert-Butyl 3-(6-amino-3-methylpyridin-2-yl)benzoate, molecular formula is C17H20N2O2, 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.

Synthesis of 3-(6-(l-(2,2-difluorobenzo[d] [l,3]dioxol-5-yl) cyclopropanecarboxamido)-3-methylpyridin-2-yl)-t-butylbenzoate (compound 8).[00265] Compound 7 is dissolved in toluene (2.5 vol based on acid chloride) and added via addition funnel to a mixture of compound 6 (1 eq), dimethylaminopyridine (DMAP, 0.02 eq), and triethylamine (3.0 eq) in toluene (4 vol based on compound 6). After 2 hours, water (4 vol based on compound 6) is added to the reaction mixture. After stirring for 30 minutes, the layers are separated. The organic phase is then filtered and concentrated to afford a thick oil of compound 8 (quantitative crude yield). MeCN (3 vol based on crude product) is added and distilled until crystallization occurs. Water (2 vol based on crude product) is added and the mixture stirred for 2 h. The solid is collected by filtration, washed with 1 : 1 (by volume) MeCN/water (2 x 1 vol based on crude product), and partially dried on the filter under vacuum. The solid is dried to constant weight (<1% difference) in a vacuum oven at 60 0C with a slight N2 bleed to afford 3-(6-(l-(2,2-difluorobenzo[d][l,3]dioxol-5-yl) cyclopropanecarboxamido)-3- methylpyridin-2-yl)-t-butylbenzoate as a brown solid. The synthetic route of 1083057-14-0 has been constantly updated, and we look forward to future research findings. Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; WO2009/76142; (2009); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1990-90-5 , The common heterocyclic compound, 1990-90-5, name is 3-Methylpyridin-4-amine, molecular formula is C6H8N2, 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 total of 20.628 mg (0.1 mmol) of S-IBU and 10.814mg (0.1 mmol) of 3M4AP were dissolved in methanol-H2O (3:1, v: v) and left for slow evaporation at ambient conditions. Good quality single crystals were obtained for SCXRD after 10 days

The synthetic route of 1990-90-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Ma, Dejia; Pei, Tiezhu; Bai, Yunhe; Zhou, Lina; Bao, Ying; Yin, Qiuxiang; Xie, Chuang; Journal of Molecular Structure; vol. 1179; (2019); p. 487 – 494;,
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 56700-70-0, name is tert-Butyl pyridin-3-ylcarbamate. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 56700-70-0

In heat-dried argon purged 4-neck flask was placed a solution of pyridin-3-yl-carbamic acid tert-butyl ester (10 g, 51.5 mmol, CAS RN 56700-70-0) in THF (100 mL). After cooling down to -75 C., tert-butyllithium (1.7M solution in n-pentane, 66.6 mL, 113 mmol) was added dropwise over 15 min keeping the temperature below -60 C. The resulting light brown suspension was stirred at -75 C. for 3.75 h. A solution of iodine (28.7 g, 113 mmol) in THF (50 mL) was added dropwise over 20 min. below -63 C. The reaction mixture was stirred at -75 C. for 1.5 h and then poured on saturated aqueous NH4Cl solution (1000 mL) and EtOAc (500 mL). The layers were separated. The organic layer was washed once with 10% aqueous Na2S2O3 solution (300 mL) and once with brine (250 mL), dried over MgSO4, filtered, treated with silica gel and evaporated. The compound was purified by silica gel chromatography on a 120 g column using a MPLC system eluting with a gradient of n-heptane:EtOAc (100:0 to 0:100). Yellow solid (11.7 g; 71%). MS (ESI): m/z=321.1 [M+H]+.

With the rapid development of chemical substances, we look forward to future research findings about 56700-70-0.

Reference:
Patent; Bissantz, Caterina; Dehmlow, Henrietta; Erickson, Shawn David; Karnachi, Prabha Saba; Kim, Kyungjin; Martin, Rainer E.; Mattei, Patrizio; Sander, Ulrike Obst; Pietranico-Cole, Sherrie Lynn; Richter, Hans; Ullmer, Christoph; US2012/232051; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 72830-09-2, 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. 72830-09-2, name is 2-Chloromethyl-3,4-dimethoxypyridinium chloride. A new synthetic method of this compound is introduced below.

Examples; Starting compounds and intermediates; 2-(3,4-Dimethoxy-pyridine-2-ylmethylsulfanyl)-5-methoxy-3H-imidazo[4,5-b]pyridine A reaction mixture of 10.00 g (55.20 mmol) 5-methoxy-3H-imidazo[4,5-b]pyridine-2-thiol and 12.37 g (55.20 mmol) 2-chloromethyl-3,4-dimethoxy pyridinium chloride in isopropanol (200 ml) is stirred for 2 h under reflux. The mixture is concentrated, filtered and dried at 60C for 16 h. Afterwards the crude hydrochloride of the product is suspended in a mixture of water dichloromethane and is basified to pH 8 by adding sodium hydroxide solution (6 N). The mixture is extracted with dichloromethane three times. The combined organic layers are washed with water, dried over calcium chloride, concentrated in vacuo, reslurried in acetone and dried again in vacuo to give 14.76 g (44.4 mmol / 80 %) of the title product with a melting point of 157.0C (acetone).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,72830-09-2, 2-Chloromethyl-3,4-dimethoxypyridinium chloride, and friends who are interested can also refer to it.

Reference:
Patent; ALTANA PHARMA AG; WO2005/105799; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 17282-00-7 , The common heterocyclic compound, 17282-00-7, name is 3-Bromo-5-methylpyridin-2-amine, molecular formula is C6H7BrN2, 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: Under N2 atmosphere, to a solution of palladium acetate (120 mg, 0.53 mmol, 5 mol %) and XANTPHOS (309 mg, 0.53 mmol, 5 mol %) in anisole (30 mL) was added 3-bromo-5-methyl-pyridin-2-ylamine (5) (2.0 g, 10.7 mmol, 1.0 equiv), aryl iodides (6) (10.7 mmol) and cesium carbonate (4.9 g, 15.0 mmol, 1.4 equiv), and the mixture was stirred at 130 C for 1-13 h. After cooling to room temperature, water (40 mL) was added to the mixture. The mixture was concentrated in vacuo and ethyl acetate (100 mL) was added to the residue. The organic layer was washed with water (20 mL) and concentrated in vacuo to give the crude product, which was purified by flash chromatography to give 7.

The synthetic route of 17282-00-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Mineno, Masahiro; Sera, Misayo; Ueda, Tsuyoshi; Mizuno, Masahiro; Yamano, Mitsuhisa; Mizufune, Hideya; Zanka, Atsuhiko; Tetrahedron; vol. 70; 35; (2014); p. 5550 – 5557;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 145100-50-1 ,Some common heterocyclic compound, 145100-50-1, molecular formula is C7H4F6N2O4S2, 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.

Step C: Preparation of (1S)-1-(4-fluorophenyl)-3-[(3R,4S)-1-(4-{3-[methyl(methylsulfonyl)-amino]propyl}phenyl)-2-oxo-4-(4-{[(trifluoromethyl)sulfonyl]oxy}phenyl)azetidin-3-yl]propyl acetate (i-10b wherein R10=CH3) Guanidine (13 mg, 0.13 mmol) was added to a mixture of the intermediate from Step B (82 mg, 0.13 mmol) and triethylamine (18 muL, 0.13 mmol) in methanol (2 mL). After 3 h, the reaction mixture was quenched with saturated aqueous ammonium chloride and extracted three times with EtOAc. The combined organic extracts were washed with water, brine, dried (Na2SO4) and concentrated in vacuo to afford a clear oil which was dissolved in CH2Cl2 (1.5 mL). Triethylamine (24 mL, 0.17 mmol), DMAP (2.0 mg, 0.016 mmol) and (bis(trifluoromethylsulfonyl)amino)pyridine (77 mg, 0.13 mmol) were added successively to the above solution. After 3 h, the reaction was quenched with 0.5N aq. HCl and extracted three times with EtOAc. The combined organic extracts were washed with water, brine, dried (Na2SO4) and concentrated in vacuo. Purification of the crude residue by flash chromatography on silica gel (gradient elution; 35%-40% EtOAc/hexanes as eluent) afforded the title compound. m/z (ES) 655 (M-OAc)+. 1H-NMR (500 MHz, CDCl3) delta: 7.43 (d, J=8.6 Hz, 1H), 7.32-7.28 (m, 2H), 7.15 (d, J=6.4 Hz, 1H), 7.10 (d, J=8.4 Hz, 1H), 7.04 (t, J=6.5 Hz, 1H), 5.72 (t, 6.6 Hz, 1H), 4.66 (d, J=2.3 Hz, 1H), 3.14 (dt, J=2.6, 6.6 Hz, 2H), 3.08 (dt, J=2.5, 8.2 Hz, 1H), 2.84 (s, 3H), 2.79 (s, 3H), 2.61 (t, 7.7 Hz, 2H), 2.08 (overlapped s, 3H), 2.09-2.04 (m, 2H), 1.93-1.84 (m, 4H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,145100-50-1, its application will become more common.

Reference:
Patent; DeVita, Robert J.; Morriello, Gregori J.; Lin, Peter; US2007/78098; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem