Month: June 2021

Application of 91872-10-5 , The common heterocyclic compound, 91872-10-5, name is 3,5-Dibromo-6-methyl-2-pyridinamine, molecular formula is C6H6Br2N2, 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.

Reference Example 245 N-[(3,5-dibromo-6-methylpyridin-2-yl)carbamothioyl]benzamide An acetone solution (14.0 mL) of 2-amino-3,5-dibromo-6-methylpyridine (5.05 g) and benzoyl isothiocyanate (3.25 g) was heated under reflux for 8 h After cooling to room temperature, diisopropy ether was added, and the resulting solid was collected by filtration and dried to give the title compound (6.67 g). MS(ESI)m/z; 428,430,432[M+H]+

The synthetic route of 91872-10-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Mitsubishi Tanabe Pharma Corporation; OKUYAMA, Masahiro; FUKUNAGA, Kenji; USUI, Kenji; HAYASHI, Norimitsu; IIJIMA, Daisuke; HORIUCHI, Hideki; FUJIMOTO, Nobuaki; (218 pag.)EP3372601; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1594-58-7, Adding some certain compound to certain chemical reactions, such as: 1594-58-7, name is N-Hydroxynicotinimidamide,molecular formula is C6H7N3O, 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 1594-58-7.

General procedure: Parent amidoxime (2mmol) was dissolved in the indicated solvent (0.15M) and cooled to 0C under an argon atmosphere. Triethylamine (0.28mL, 2mmol) was added, followed by the required sulfonyl chloride (2mmol) and the mixture was stirred for the indicated period allowing the temperature to slowly rise to 25C. Then, water (70mL) was added and the mixture was extracted with dichloromethane (2×70mL). The combined organic extracts were dried (Na2SO4) and concentrated under vacuum (rotary evaporator) to give a residue which was either recrystallized or purified using column chromatography.

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. 1594-58-7, N-Hydroxynicotinimidamide, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Doulou, Ismini; Kontogiorgis, Christos; Koumbis, Alexandros E.; Evgenidou, Eleni; Hadjipavlou-Litina, Dimitra; Fylaktakidou, Konstantina C.; European Journal of Medicinal Chemistry; vol. 80; (2014); p. 145 – 153;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 83004-10-8, 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 83004-10-8, name is 2-Bromo-6-(bromomethyl)pyridine. This compound has unique chemical properties. The synthetic route is as follows.

A solution of cyanoacetone sodium salt (CAS: 70807-22-6; 1.53 g; 14.6 mmol) in 8 mL of N,N-dimethylformamide and 240 muL of water is cooled to 0C and 2-bromo-6- (bromomethyl)pyridine (2.44 g; 9.72 mmol) in 8 mL of N,N-dimethylformamide is added dropwise and the reaction is stirred at room temperature overnight. The reaction is concentrated under reduced pressure to provide a crude product, which is used directly in the next step. (0568) Yield: 0.89 g (36 % of theory) (0569) Mass spectrometry (ESI+): m/z = 253/255 [M+H]+ (Br) (0570) HPLC (Method 3): Retention time = 0.87 min

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 83004-10-8, 2-Bromo-6-(bromomethyl)pyridine.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; TRIESELMANN, Thomas; GODBOUT, Cedrickx; HOENKE, Christoph; VINTONYAK, Viktor; (130 pag.)WO2019/149660; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 131941-33-8, 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 131941-33-8, name is 3-Isopropyl-5-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows.

0099-1 3-Isopropyl-5-nitropyridine (103 mg) and ammonium formate (390 mg) were added to a mixture of 10% palladium-carbon (20 mg) in methanol (6 mL), followed by stirring at room temperature for 1 day. The insolubles were filtered off using celite, the solvent was distilled off under reduced pressure, and the obtained residue was purified by silica gel column chromatography (methanol-ethyl acetate-hexane), thereby obtaining 5-isopropylpyridine-3-amine (18 mg). MS m/z (M+H): 137.

According to the analysis of related databases, 131941-33-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; FUJIFILM Corporation; FURUYAMA, Hidetomo; KURIHARA, Hideki; TERAO, Takahiro; NAKAGAWA, Daisuke; TANABE, Shintaro; KATO, Takayuki; YAMAMOTO, Masahiko; SEKINE, Shinichiro; MASHIKO, Tomoyuki; INUKI, Shinsuke; UEDA, Satoshi; US2015/322063; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 79456-34-1, 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 79456-34-1, name is 5-Bromo-3-(trifluoromethyl)pyridin-2-amine. This compound has unique chemical properties. The synthetic route is as follows.

8.04 g (31.7 mmol) of 5-bromo-3-trifluoromethyl-pyridin-2-ylamine (preparation see Stage 1.3.2), 10.5 g (41.2 mmol) of 4,4,5,5,4′,4′,5′,5′-octamethyl-[2,2′]bi[[1 ,3,2]dioxaborolanyl] (Aldrich), 9.62 g (95.1 mmol) of KOAc in 100 ml dioxane are degassed with argon for 15 min. Then 776 mg (0.951 mmol) of bis(diphenylphosphino)ferrocene dichloropalla-dium(ll)di-chloromethane (ABCR) are added and the mixture is degassed for 15 more minutes. The reaction mixture is heated at 1 15C for 8 h. After that time, the reaction mixture is filtered and the solvent evaporated. The residue is purified by simple filtration on silicagel (solvent system: t-butyl-methyl ether-EtOAc-NEt3 = 50:50:0.1 ) to yield the title compound as almost colorless solid. ES-MS: (M+1 ) = 289; TIc: Rf=O.77 in t-buthyl-methyl ether-EtOAc 1 :1.

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 79456-34-1, 5-Bromo-3-(trifluoromethyl)pyridin-2-amine.

Reference:
Patent; NOVARTIS AG; FURET, Pascal; IMBACH, Patricia; MAH, Robert; STAUFFER, Frederic; WO2010/139747; (2010); A1;,
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. 115170-40-6, name is 5-Bromo-2,3-dihydro-1H-pyrrolo[2,3-b]pyridine, the common compound, a new synthetic route is introduced below. Recommanded Product: 115170-40-6

In a microwave vial are combined l-ieri-butyl-2-(5-methoxy-2-pyrazol-l-yl-phenyl)-5- (4,4,5, 5-tetramethyl-l,3,2-dioxaborolan-2-yl)-lH-benzimidazole (285 mg, 0.60 mmol), 5-bromo-2,3-dihydro-lH-pyrrolo[2,3-b]pyridine (100 mg, 0.50 mmol), potassium carbonate (140 mg, 1.0 mmol), and bis(di-ieri-butyl(4- dimethylaminophenyl)phosphine)dichloropalladium(II) (53 mg, 0.08 mmol) in toluene (3.0 mL) and water (0.30 mL). The reaction vial is sealed and stirred at 100 C for 4 hours in an oil bath. After this time the reaction is cooled and poured into water. The product is extracted into EtOAc (2x). The combined organics are dried (MgS04), filtered and concentrated. Purification via flash chromatography (12g silica gel, 0-5% MeOH/ CH2C12) affords the title compound (40 mg, 17%). LCMS (ESMS): m/z 465.20 (M++l)

The synthetic route of 115170-40-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; CHEN, Zhidong; HAO, Ming-Hong; LIU, Weimin; LO, Ho-Yin; LOKE, Pui Leng; MAN, Chuk, Chui; MORWICK, Tina, Marie; NEMOTO, Peter, Allen; TAKAHASHI, Hidenori; TYE, Heather; WU, Lifen; WO2011/68821; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 113118-81-3, name is 5-Bromonicotinaldehyde, molecular formula is C6H4BrNO, 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. Product Details of 113118-81-3

To a mixture of 5-bromopyridine-3-carbaldehyde (XXXVII) (6.00 g, 32.26 mmol, 1.0 eq), 3,3-difluoropyrrolidine (5.56 g, 38.71 mmol, 1.20 eq) and TEA (5.39 mL, 38.71 mmol, 1.2 eq) in DCE (200 mL) was stirred at room temperature for 30 min, then added sodium triacetoxyborohydride (10.25 g, 48.38 mmol, 1.50 eq) in one portion at room temperature under N2. The mixture was stirred at room temperature for 6 hours. TLC showed the reaction was complete. The reaction was quenched with IN NaOH (100 mL), extracted with DCE (100 mL x 2). The combined organic layers were washed with brine (100 mL), dried and concentrated. The residue was purified by silica gel chromatography (column height: 50 mm, diameter: 50 mm, 300- 400mesh silica gel, DCM/MeOH=30/l?20/l) to give 3-bromo-5-((3,3-difluoropyrrolidin-l- yl)methyl) pyridine (XXXIX): Yellow oil (8.00 g, 28.9 mmol, 89.5% yield). ‘H NMR (CDC13, 400 MHz) delta ppm 2.30 (spt, J=7.2Hz. 2H), 2.75 (t, J=6.8Hz, 2H), 2.91 (t, J=13.2Hz, 2H), 7.85 (s, IH), 8.45 (s, IH), 8.59 (d, J=2Hz, IH); ESIMS found for CioHiiBrF2N2 mlz 277.0 (M+H).

With the rapid development of chemical substances, we look forward to future research findings about 113118-81-3.

Reference:
Patent; SAMUMED, LLC.; KC, Sunil Kumar; WALLACE, David Mark; CAO, Jianguo; CHIRUTA, Chandramouli; MARAKOVITS, Joseph Timothy; BOLLU, Venkataiah; HOOD, John; (299 pag.)WO2017/24015; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 52313-50-5, 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. 52313-50-5, name is Picolinimidamide. A new synthetic method of this compound is introduced below.

A mixture of N-methyl-4-(4-oxo-1-piperidyl)benzenesulfonamide (0.45 g, 1.67 mmol) andDMFDMA (2 mL) in acetonitrile (8 mL) was heated with stuffing at 90 C for 2 hrs. Theresulting reaction mixture was concentrated in vacuo and the residue was dissolved in EtOH (10 mL). To the solution was added pyridine-2-carboxamidine (0.15 g, 1.23 mmol) and potassium carbonate (034 g, 246 mrnol) successively. After being heated with stirring at 90 C overnight, the resulting reaction mixture was cooled to rt, diluted with water (20 mL) and extracted with EA (20 mL) for three times. The combined organic layer was washed with brine, dried overanhydrous Na2SO4 and concentrated in vacuo. The residue was purified by prep-PLC to give Nmethyl-4- [2- (2-pyridyl)-7 , 8-dihydro-5H-pyrido [4,3-d]pyrimidin-6-yl]benzenesulfonamide (7 mg). ?H NMR (400MHz, CDC13): oe 8.87 (d, 1H), 8.80 – 8.70 (m, 1H), 8.53 (d, 1H), 7.89 (dt, 1H), 7.80 (d, 2H), 7.44 (ddd, 1H), 7.06 – 6.97 (m, 2H), 4.63 (s, 2H), 3.86 (t, 2H), 3.32 (t, 2H), 2.67 (s, 3H). MS obsd. (ESIj [(M+H)?i: 382.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,52313-50-5, Picolinimidamide, and friends who are interested can also refer to it.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; CHENG, Zhanling; WANG, Min; YANG, Song; (208 pag.)WO2016/107832; (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 875781-17-2, name is 5-Bromo-1H-pyrazolo[3,4-b]pyridine. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of 5-Bromo-1H-pyrazolo[3,4-b]pyridine

Step 1: Synthesis of morpholin-4-yl-[3-(lH-pyrazolo[3,4-b]pyridin-5-yl)-phenyl]-methanone.[0227] A mixture of 5-bromo-l^pyrazolo[3,4-b]pyridine (1.50 g, 7.57 mmol), 3-(morpholin-4-carbonyl)phenylboronic acid (2.136 g, 9.09 mmol) andtetrakis(triphenylphosphine)palladium(0) (435 mL, 0.376 mmol) in dimethoxyethane (8mL) and saturated aqueous solution of sodium bicarbonate (8 mL) was irradiated in aPersonal Chemistry Optimizer at 175 C for 60 min. The crude reaction mixture wasdistributed between dichloromethane and a saturated aqueous solution of sodium bicarbonate. The aqueous phase was then extracted with dichloromethane, and then ethylacetate and the combined organic phases were dried over sodium sulfate, filtered andconcentrated to afford a pale green foam containing 80 % of morpholin-4-yl-[3-(lJfZ-pyrazolo[3,4-b]pyridm-5-yl)-phenyl]-methanone (2.30 g, 80 % yield) and 20 % oftriphenylphosphine oxide. .H-NMR (500 MHz, J6-DMSO) S 13.75 (s, 1H), 8.87 (d, 1H),8.54 (d, 1H), 8.21 (d, 1H), 7.85 (m, 1H), 7.77 (m, 1H), 7.58 (t, 1H), 7.41 (m, 1H).

With the rapid development of chemical substances, we look forward to future research findings about 875781-17-2.

Reference:
Patent; SGX PHARMACEUTICALS, INC.; WO2006/15124; (2006); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 74115-12-1, 5-Chloro-3-hydroxypyridine, 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, 74115-12-1, blongs to pyridine-derivatives compound. COA of Formula: C5H4ClNO

General procedure: A 4-halonitrobenzene (1.0 equiv), a hydroxyarene, and Cs2CO3 (1.1 equiv) were combined in DMF and the resulting heterogeneous mixture was stirred vigorously at 25-70 C until all 4-halonitrobenzene was consumed (2-24 h). The reaction mixture was diluted with H2O and was adjusted to pH 5 with 2 N HCl (aq). The solution was extracted three times with EtOAc, and the organic layers were combined, washed once with brine solution, dried over MgSO4, filtered and concentrated in vacuo to furnish the desired diaryl ether that was used directly without further purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,74115-12-1, its application will become more common.

Reference:
Article; Taygerly, Joshua P.; McGee, Lawrence R.; Rubenstein, Steven M.; Houze, Jonathan B.; Cushing, Timothy D.; Li, Yang; Motani, Alykhan; Chen, Jin-Long; Frankmoelle, Walter; Ye, Guosen; Learned, Marc R.; Jaen, Juan; Miao, Shichang; Timmermans, Pieter B.; Thoolen, Martin; Kearney, Patrick; Flygare, John; Beckmann, Holger; Weiszmann, Jennifer; Lindstrom, Michelle; Walker, Nigel; Liu, Jinsong; Biermann, Donna; Wang, Zhulun; Hagiwara, Atsushi; Iida, Tetsuya; Aramaki, Hisateru; Kitao, Yuki; Shinkai, Hisashi; Furukawa, Noboru; Nishiu, Jun; Nakamura, Motonao; Bioorganic and Medicinal Chemistry; vol. 21; 4; (2013); p. 979 – 992;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem