Month: April 2022

Reference of 84487-15-0, 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. 84487-15-0, name is 2-Bromo-5-nitropyridin-4-amine. A new synthetic method of this compound is introduced below.

2-Bromo-5-nitropyridin-4-amine (300.0 mg, 2.48 mmol) and Fe (300.0 mg, 5.37 mmol) were added to AcOH, and the reaction mixture was stirred at 75 C. for 4 hours and then cooled to room temperature. The reaction mixture was filtered through celite and then concentrated under reduced pressure. The residue was purified by column chromatography (n-Hex:EtOAc=50:50) on amine silica. The fractions containing the product were collected and concentrated to obtain brown solid compound of 6-bromopyridine-3,4-diamine (200.0 mg, 78%). [1234] 1H-NMR (400 MHz, DMSO-d6); delta: 7.39 (s, 1H), 6.42 (s, 1H), 5.74 (brs, 2H), 4.66 (brs, 2H)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,84487-15-0, 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

Related Products of 69045-83-6, 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.69045-83-6, name is 2,3-Dichloro-5-(trichloromethyl)pyridine, molecular formula is C6H2Cl5N, molecular weight is 265.3518, as common compound, the synthetic route is as follows.

EXAMPLE 7 This Example illustrates the preparation of 2,3-dichloro-5-trifluoromethylpyridine by fluorination of 2,3-dichloro-5-trichloromethylpyridine, using a fluorinating agent alternative to that of Example 6. 2,3-Dichloro-5-trichloromethylpyridine (35 g) was heated with anhydrous hydrogen fluoride (100 g) in an autoclave at 200 for 10 hours with stirring. The cooled reaction mixture was poured on to ice and neutralised with sodium hydroxide at 0. The mixture was extracted with methylene chloride (750 ml). The extracts were washed with water (500 ml), sodium carbonate solution (500 ml) and water (500 ml), dried, and evaporated. The remaining oil was distilled and the fraction of boiling point 77-83/25 Torr was collected and identified as the required pyridine derivative.

Statistics shows that 69045-83-6 is playing an increasingly important role. we look forward to future research findings about 2,3-Dichloro-5-(trichloromethyl)pyridine.

Reference:
Patent; Imperial Chemical Industries Limited; US4317913; (1982); A;,
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. 1235036-15-3, name is tert-Butyl 3-bromo-6-chloropicolinate. This compound has unique chemical properties. The synthetic route is as follows. HPLC of Formula: C10H11BrClNO2

To a solution of Example 1.23.2 (12.3 g) and tert-butyl 3-bromo-6-chloropicolinate (5.9 g) indioxane (50 mL) was added (1 S,3R,5R, 7S)-1 ,3,5, 7 -tetramethyl-8-phenyl-2,4,6-trioxa-8-phosphaadamantane(CyTop) (0.52 g) and bis(dibenzylideneacetone)palladium(O) (0.66 g). Afterseveral house vacuum/nitrogen refills, potassium phosphate (4.06 g) and water (25 mL) were addedand the reaction was heated at 80 oc under nitrogen for 30 minutes. The reaction was cooled andthen water and ethyl acetate were added. The organic layer was separated and washed with brine.5 The combined aqueous layers were extracted with ethyl acetate, and dried over sodium sulfate. Thesolution was filtered, concentrated and chromatographed on silica gel using 33% ethyl acetate inheptanes to give the title compound.

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, 1235036-15-3, tert-Butyl 3-bromo-6-chloropicolinate.

Reference:
Patent; ABBVIE INC.; BOGHAERT, Erwin, R.; JUDD, Andrew, S.; PHILLIPS, Andrew, C.; SOUERS, Andrew, J.; BRUNCKO, Milan; (503 pag.)WO2017/214301; (2017); 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 716362-10-6, name is 6-Chloro-4-methoxynicotinic acid. This compound has unique chemical properties. The synthetic route is as follows. category: pyridine-derivatives

A solution of 315 6-chloro-4-methoxynicotinic acid (9.0 g, 47.97 mmol, 1.0 eq) and 296 2,6-dichloroaniline (7.77 g, 47.97 mmol, 1.0 eq) in 24 toluene (270 mL) was purged with nitrogen for 10 min at rt, followed by addition of 91 PCl3 (45 mL). The resulting solution was stirred at 100 C. for 48 h. The progress of reaction was monitored by LCMS. The reaction mixture was concentrated, basified with saturated solution of 56 NaHCO3 (500 mL), extracted with EtOAc (2×100 mL). The combined organic layers were washed with water (50 mL), with brine (50 mL), dried over Na2SO4, concentrated and purified by combi-flash [Silica gel 100-200 mesh; elution 0-30 19 EtOAc in 20 hexane] to afford the desired compound, 318 6-chloro-N-(2,6-dichlorophenyl)-4-hydroxynicotinamide (3.5 g, 22.98%) as an off white solid. (0428) LCMS: 317[M+1]+

With the rapid development of chemical substances, we look forward to future research findings about 716362-10-6.

Reference:
Patent; giraFpharma LLC; Chakravarty, Sarvajit; PHAM, Son Minh; Kankanala, Jayakanth; AGARWAL, Anil Kumar; PUJALA, Brahmam; SONI, Sanjeev; ARYA, Satish K.; PALVE, Deepak; KUMAR, Varun; (360 pag.)US2019/106436; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 122851-69-8, 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 122851-69-8, name is 3-Bromo-2-(chloromethyl)pyridine. This compound has unique chemical properties. The synthetic route is as follows.

A solution of cis-4-(3-fluorophenyl)cyclohexanol (1.0 g) in THF (20 ml) was cooledto 0C, 60% sodium hydride (0.412 g) was added, and the mixture was stirred under acalcium chloride tube dry atmosphere for 1 hr. To the reaction mixture was added3-bromo-2-(chloromethyl)pyridine (1.382 g), and the mixture was stirred at room temperaturefor 2 hr, and at 70C for 2.5 hr. To the mixture was added saturated aqueousammonium chloride solution at room temperature, and the mixture was extracted withethyl acetate. The organic layer was washed with saturated brine, dried over anhydroussodium sulfate, and the solvent was evaporated under reduced pressure. The residuewas purified by silica gel chromatography (ethyl acetate/hexane) to give the titlecompound (1.580 g).MS, found: 363.9,365.9.

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 122851-69-8, 3-Bromo-2-(chloromethyl)pyridine.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; FUJIMOTO Tatsuhiko; RIKIMARU Kentaro; FUKUDA Koichiro; SUGIMOTO Hiromichi; MATSUMOTO Takahiro; TOKUNAGA Norihito; HIROZANE Mariko; (166 pag.)WO2017/135306; (2017); 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. 716362-10-6, name is 6-Chloro-4-methoxynicotinic acid. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 716362-10-6

Intermediate 4.3 To a solution of Intermediate 4.4 (2.5 g, 2.63 mmol) in NMP (20 mL) is added K2CO3 (9.2 g, 66.6 mmol) and isobutyl iodide (2.3 mL, 20 mmol). The resulting mixture is stirred at 80 C. for 40 min. Then cyclopropylamine (4.6 mL, 66.6 mmol) is added and the reaction mixture is stirred overnight at 110 C. After adding water, the mixture is extracted with AcOEt. The organic layer is washed with water, brine and dried over MgSO4. Recrystallization from EtOAc-n-hexane gives Intermediate 4.3: colorless crystal, ES-MS: M+H=265: BtRet=1.54 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, 716362-10-6, 6-Chloro-4-methoxynicotinic acid.

Reference:
Patent; Yokokawa, Fumiaki; Ehara, Takeru; Kawakami, Shimpei; Irie, Osamu; Suzuki, Masaki; Hitomi, Yuku; Toyao, Atsushi; US2008/319018; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 639091-75-1, 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 639091-75-1, name is Methyl 2-(Boc-amino)isonicotinate. This compound has unique chemical properties. The synthetic route is as follows.

A slurry of methyl 2-((tert-butoxycarbonyl)amino)isonicotinate (50.4 g, 200 mmol) in DMF (500 mL) was cooled to 0C and sodium hydride (10.4 g, 60% in mineral oil, 260 mmol) was added portion wise. The mixture was allowed to warm to RT and stirred for 30 min. To the mixture, iodomethane (37.2 g, 262 mmol) was added slowly. The reaction was stirred at RT overnight. The reaction was quenched by addition of aqueous ammonium chloride (100 mL) and diluted with water (400 mL). The mixture was extracted with EA (250 mL x 2). The combined organics were washed with water (100 mL) and brine (100 mL), dried over MgS04 and concentrated. The residue was chromatographed (eluted with 5: 1 of hexane:EA) to give the product as colorless oil (48.9 g, 92%). H NMR (400Hz, CDCI3) d 1.54 (s, 9H), 3.42 (s, 3H), 3.94 (s, 3H), 7.52 (d, 1H), 8.27 (s, 1H), 8.48 (d, 1H).

According to the analysis of related databases, 639091-75-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; EXITHERA PHARMACEUTICALS INC.; CHENARD, Bertrand, L.; XU, Yuelian; STASSEN, Frans, L.; HAYWARD, Neil, J.; TENG, Zhiyao; (310 pag.)WO2019/156929; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 868551-30-8, Adding some certain compound to certain chemical reactions, such as: 868551-30-8, name is Methyl 4-methyl-5-nitropicolinate,molecular formula is C8H8N2O4, 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 868551-30-8.

A mixture of methyl 4- methyl-5-nitropyridine-2-carboxylate (3.5g, 17.8mmol), dimethylformamide dimethylacetal (DMF- DMA) (3.6ml, 1.5eq) in acetonitrile (35mL) was heated in a microwave at 14O0C for 20 min. The solvent was removed. The residue (5.1 g) was carried onto the next step without further purification. Method 2. A mixture of compound methyl 4-methyl-5-nitropyridine-2-carboxylate (39.5g, 0.19mol), DMF-DMA (30.6 g, 0.26mol, 1.35 eq) in DMF (470 mL) was heated to 90C for 30 min. The solvent was removed in vacuo. The residue (78g) was used without further purification in the next 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. 868551-30-8, Methyl 4-methyl-5-nitropicolinate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PFIZER INC.; WO2006/27694; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 111042-89-8 ,Some common heterocyclic compound, 111042-89-8, molecular formula is C9H8N2O2S, 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.

3-[3-(3,4-Dihydroquinolin-1(2H)-ylsulfonyl)phenyl]pyrido[3′,2′:4,5]thieno[3,2-d]pyrimidin-2,4(1H,3H)-dione [Show Image] To a 0.75N solution (1.16 ml) of methyl 3-aminothieno[2,3-b]pyridine-2-carboxylate in dichloromethane, a 2.25N solution (1.12 ml) of triethylamine in dichloromethane was added, and then a 0.25N solution (1.36 ml) of triphosgene in dichloromethane was added dropwise on stirring to the mixture under nitrogen atmosphere at -78C. The cold bath was removed, the mixture was stirred for additional 20 min, and the reaction mixture was concentrated under reduced pressure. The residue was diluted with THF (4.2 ml). A solution of 3-(3,4-dihydro-1(2H)-quinolinylsulfonyl)aniline (0.25N) and DMAP (0.375N) in THF (1.12 ml) was added dropwise, and the mixture was stirred at room temperature for 25 hr. Insoluble triethylamine hydrochloride was filtrated, and the solvent was evaporated under reduced pressure. The fraction eluted by reversed-phase preparative HPLC (Gilson Inc. UniPoint system, YMCODS column 30×75 mm, 0.1% TFA-containing acetonitrile-water (2:98 – 100:0)) was concentrated under reduced pressure, and crystallized from methanol. The obtained crystals were collected by filtration to give the object (97.5 mg). 1H-NMR (DMSO-d6) delta 1.66 (2H, ddd), 2.49 (2H, t), 3.78 (2H, t), 7.08-7.10 (2H, m), 7.18 (1H, ddd), 7.54 (1H, dt), 7.58-7.73 (4H, m), 7.85 (1H, t), 8.77 (1H, dd), 8.84 (1H, dd), 12.86 (1H, br s). In the same manner as in Example 4, the following compound was obtained using methyl 7-aminothieno[2,3-b]pyrazine-6-carboxylate and 3-(3,4-dihydro-1(2H)-quinolinylsulfonyl)aniline.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,111042-89-8, its application will become more common.

Reference:
Patent; Takeda Pharmaceutical Company Limited; EP1847541; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 197376-47-9, 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. 197376-47-9, name is Ethyl 6-Chloropyridine-3-acetate. A new synthetic method of this compound is introduced below.

To a solution of ethyl 2-(6-chloropyridin-3-yl)acetate (1.1 g, 5.51 mmol) in dimethylformamide was added slowly sodium hydride (242 mg, 6.06 mmol) at 0 C, followed by iodomethane (821 mg, 5.79 mmol). The mixture was stirred at same degree for 1 hour, and then quenched with water. The resulting mixture was diluted with ethyl acetate and washed with water. The organic layer was dried over magnesium sulphate and concentrated under reduced pressure to afford crude which was purified by column chromatography to afford ethyl 2-(6-chloropyridin-3-yl)propanoate (790 mg, 67 %).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,197376-47-9, Ethyl 6-Chloropyridine-3-acetate, and friends who are interested can also refer to it.

Reference:
Patent; GRUeNENTHAL GMBH; FRANK, Robert; BAHRENBERG, Gregor; CHRISTOPH, Thomas; LESCH, Bernhard; WO2013/13815; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem