Tag: M.W:200-300

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. 944900-06-5, name is 2-Chloro-6-(trifluoromethyl)nicotinaldehyde, the common compound, a new synthetic route is introduced below. Product Details of 944900-06-5

2-Chloro-6-(trifluoromethyl)nicotinaldehyde (176 mg, 0.840 mmol), cyclopropylboronic acid (152 mg, 1.76 mmol), sodium carbonate (267 mg, 2.52 mmol) and tetrakis(triphenylphosphine)palladium (0) (48.5 mg, 0.0420 mmol) were combined, diluted with toluene (2 mL) and water (200 muL). The reaction vial was purged with argon, heated to 900C and stirred for 24 hours. The reaction was allowed to cool, loaded onto silica gel and eluted with 5% ethyl acetate/hexanes to 50% ethyl acetate/hexanes to yield 2-cyclopropyl-6- (trifluoromethyl)nicotinaldehyde (130 mg, 0.604 mmol, 71.9 % yield).

The synthetic route of 944900-06-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ARRAY BIOPHARMA INC.; COOK, Adam; HUNT, Kevin, W.; DELISLE, Robert Kirk; ROMOFF, Todd; CLARK, Christopher, T.; KIM, Ganghyeok; CORRETTE, Christopher, P.; DOHERTY, George, A.; BURGESS, Laurence, E.; WO2010/75200; (2010); A1;,
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. 884494-51-3, name is 2-Fluoro-4-iodonicotinic acid. A new synthetic method of this compound is introduced below., Quality Control of 2-Fluoro-4-iodonicotinic acid

To a solution of the product from step 2 (23.5 g, 88 mrnoi) in methanol (300 mL) was added dropwise TMSCHN2 (220 mL, 440 minol) at 05C under N2 . After addition was complete, the mixture was stirred at RT for 16 hrs, water was added and the mixture extracted with EtOAc (200 mL x 3). The combined organic layers were washed with brine, dried over Na2SO4, filtered and the filtrate concentrated in vacuo. The crude product was purified bychromatography on silica (10% EtOAc in petroleum ether) to give the title compound as an oil. LRMS m/z M+H) 282.1 found, 282.1 required.

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, 884494-51-3, 2-Fluoro-4-iodonicotinic acid.

Reference:
Patent; MERCK SHARP & DOHME CORP.; KUDUK, Scott D.; LIVERTON, Nigel; LUO, Yunfu; SKUDLAREK, Jason; (79 pag.)WO2016/95204; (2016); 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

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

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. 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

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

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

Application of 936342-91-5, 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. 936342-91-5, name is 5-Bromo-2-(chloromethyl)pyridine hydrochloride. A new synthetic method of this compound is introduced below.

A mixture of 5-bromo-2-chloromethylpyridine monohydrochloride(2.43g, 10mmol) and N-Boc piperazine (2.8g, 15mmol) was dissolved in N, N- dimethylformamide (20ml), followed by addition of potassium carbonate ( 4.84g, 35mmol), stirred at room temperature for 12 hours, 200ml of water was added to the reaction mixture was cooled, (100ml * 3) and extracted with ethyl acetate, then with saturated sodium chloride solution (100ml * 2) and washed, the resulting organic phase was dried over anhydrous magnesium sulfate and filtered, concentrated under reduced pressure to give 4- (5-bromo – pyridin-2-ylmethyl) – piperazine-1-carboxylate (3G, white solid), yield: 84percent.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,936342-91-5, 5-Bromo-2-(chloromethyl)pyridine hydrochloride, and friends who are interested can also refer to it.

Reference:
Patent; SHANGHAI CDYMAX PHARMACEUTICALS CO., LTD; An, Xiaoxia; Bie, Pingyan; Liu, Jun; Yang, Wuli; (42 pag.)CN103360407; (2016); B;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 89282-03-1, 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. 89282-03-1, name is 3-Iodopyridin-4-ol, molecular formula is C5H4INO, 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.

C10 (3.5 g, 15.8 mmol) is added to a suspension of triphenylphosphine (166 mg, 0.63 mmol) and palladium acetate (71 mg, 0.32 mmol) in 25 mL DMF in dry flask under N2. Propioaldehyde diethyl acetal (2.3 mL, 15.8 mmol), cuprous iodide (120 mg, 0.63 mmol), and piperidine (1.6 mL, 16 mmol), are added successively, and the reaction is stirred 6 h at rt. The mixture is diluted with 125 mL EtOAc, is extracted with 4*50 mL 50% saturated 1:1 NaCl/NaHCO3, and the organic layer is dried over anhydrous Na2SO4 and then filtered. The dried organic layer is concentrated in vacuo to a dark oil. The crude material is chromatographed over 40 g silica gel (Biotage), eluding with 50% EtOAc/hexane. The fractions with the desired compound are combined and concentrated to afford 2-(diethoxymethyl)furo[3,2-c]pyridine (C11) (64% yield). HRMS (FAB) calculated for C12H15NO3+H: 222.1130, found 222.1123 (M+H)+.

According to the analysis of related databases, 89282-03-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Wishka, Donn G.; Reitz, Steven Charles; Piotrowski, David W.; Groppi JR., Vincent E.; US2003/45540; (2003); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem