Tag: M.W:200-300

Application of 887707-23-5, 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. 887707-23-5, name is 2-Hydroxy-5-iodo-3-(trifluoromethyl)pyridine. A new synthetic method of this compound is introduced below.

(0614) A mixture of Compound 37C (0.537 g), 5-iodo-3-(trifluoromethyl)pyridin-2-ol (1.156 g), and triphenylphosphine (1.574 g) in tetrahydrofuran (20 ml) was cooled to 0 C. To this solution was added (E)-di-tert-butyl diazene-1,2-dicarboxylate (0.921 g). The reaction mixture was stirred overnight. The solvent was removed, and the residue was purified with column flash chromatography on silica gel eluting with 4:1 hexanes/ethyl acetate to give the desired product.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,887707-23-5, 2-Hydroxy-5-iodo-3-(trifluoromethyl)pyridine, and friends who are interested can also refer to it.

Reference:
Patent; AbbVie Inc.; Catron, Nathaniel; Lindley, David; Miller, Jonathan M.; Schmitt, Eric A.; Tong, Ping; US10213433; (2019); B2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1214328-96-7, 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 1214328-96-7, name is Methyl 3-bromo-6-chloropicolinate. This compound has unique chemical properties. The synthetic route is as follows.

[01474] Step 2: Synthesis of methyl 3-bromo-4,6-dichloropyridine-2-carboxylate[01475] 0 a stjrre(j so]u ion of methyl 3-bromo-6-chloropyridine-2-carboxylate ( 1 .92 g, 7.67 mmol) in TFA ( 1 8ml) was added hydrogen peroxide (30% w/w aqueous solution, 5.22 ml, 53.7 mmol) and the reaction mixture was heated at 60C for 21 h. The reaction mixture was then cooled and slowly poured onto saturated 2C03 solution ( 100ml), followed by extraction of the aqueous layer with EtOAc (3x 100ml), washing of the combined organic phases with brine (2x50ml), drying (Na2S04) and evaporation. The desired 3-bromo-6-chloro-2- (methoxycarbonyl)pyridin- l -ium- l -olate (2.6 l g, -75% purity) was used crude in the next stage of the synthesis without any further purification. To the crude 3-bromo-6-chloro-2- (methoxycarbonyl)pyridin-l -ium- l – olate (-75% purity, 2.61 g, 7.35 mmol) was added POCl3 (3.42 ml, 36.7 mmol) and the solution was heated to 100C for 4h. After cooling the POCI3 was remove in vacuo to give a white solid which was columned over silica eluting with 0% to 10%) of EtOAc in heptane to afford the title compound as a pale yellow powder (1 .07 g, 49% over two steps). LC-MS 99%, 2.02 min (3.5 minute LC-MS method), m/z= 283.7/285.7/287.7, NMR (500 MHz, Chloroform-d) delta ppm 7.56 (s, 1 H) 4.00 (s, 3 H).

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 1214328-96-7, Methyl 3-bromo-6-chloropicolinate.

Reference:
Patent; EPIZYME, INC.; EISAI CO., LTD.; KUNTZ, Kevin, Wayne; CHESWORTH, Richard; DUNCAN, Kenneth, William; KEILHACK, Heike; WARHOLIC, Natalie; KLAUS, Christine; ZHENG, Wanjun; WO2012/142513; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 443956-08-9 ,Some common heterocyclic compound, 443956-08-9, molecular formula is C5H3BrN2O3, 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.

Under an atmosphere of nitrogen, zinc powder (1.5 g,22.9 mmol) and NH4Cl (1.5 g, 22.9 mmol) were added to the solutionof 2-nitropyridin-3-ol (17) (1 g, 4.6 mmol) in C2H5OH (20 mL).The reaction was heated to 50 C and stirred for 16 h. The crudereaction mixture was filtered and purified by flash column chromatography(PE:EA 5:1) to provide the title compound 6-bromo-2-nitropyridin-3-ol (18) (524 mg, 60%). 1H NMR (400 MHz, DMSO)d 9.70 (s, 1H), 6.74 (d, J 7.8 Hz, 1H), 6.49 (d, J 7.8 Hz, 1H), 5.91 (s,1H); MS (M H): m/z 188.99.

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. 443956-08-9, 6-Bromo-2-nitropyridin-3-ol, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Wang, Shuxia; Fang, Yu; Wang, Huan; Gao, Hang; Jiang, Guohua; Liu, Jianping; Xue, Qianqian; Qi, Yueheng; Cao, Mengying; Qiang, Bingchao; Zhang, Huabei; European Journal of Medicinal Chemistry; vol. 159; (2018); p. 255 – 266;,
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. 38222-83-2, name is 2,6-Di-Tert-butyl-4-methylpyridine. A new synthetic method of this compound is introduced below., Computed Properties of C14H23N

4-Bromomethyl-2,6-di-t-butylpyridine (Compound A) To a mixture of 2,6-di-t-butyl-4-methylpyridine (Aldrich, 2.0 g, 9.73 mmol) in 25 ml of dry CCl4 was added benzoyl peroxide (24 mg, 0.097 mmol) and NBS (1.9 g, 10.7 mmol). The reaction mixture was refluxed for 16 hours. After it cooled to room temperature, the solvent was removed in vacuo and the residue was purified by column chromatography (silica gel, hexane) to give an oil (1.957 g) which contained 82% of the desired product and 18% of the starting material. 1 H NMR delta 7.09 (s, 2H), 4.39 (s, 2H), 1.35 (s, 18H).

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, 38222-83-2, 2,6-Di-Tert-butyl-4-methylpyridine.

Reference:
Patent; Allergan; US5663357; (1997); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 884494-45-5 ,Some common heterocyclic compound, 884494-45-5, molecular formula is C6H5FIN, 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.

To a mixture of racemic 1-(1H-indazol-6-yl)spiro[2.2lpentane-1-carbonitrile (300 mg, 1.43 mmol) (Q.3), 2-fluoro-4-iodo-6-methylpyridine (510 mg, 2.15 mmol), trans-N ,N?-dimethyl- 1,2-cyclohexanediamine (61.2 mg, 0.430 mmol), copper(I) iodide (82 mg, 0.43 mmol), and cesium carbonate (934 mg, 2.87 mmol) in a 20 mL microwave vial, was added DMSO (2 mL). The vial was sealed, degassed and backfilled with nitrogen (3x) and stirred at 50C overnight. The mixture was diluted with water (5 mL), and extracted with DCM (3 x 5 mL). The organic extracts were combined, dried over MgSO4 and concentrated to dryness. The residue waspurified by silica gel column chromatography (gradient elution: 0-50% EtOAc)/hexanes).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,884494-45-5, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; CANDITO, David Annunziato; GRAHAM, Thomas, H.; ACTON, John; CHAU, Ryan Wing-Kun; CHEN, Joanna, L.; ELLIS, J. Michael; FULLER, Peter, H.; GULATI, Anmol; GUNAYDIN, Hakan; KATTAR, Solomon; KEYLOR, Mitchell Henry; LAPOINTE, Blair, T.; LIU, Ping; LIU, Weiguo; METHOT, Joey, L.; NEELAMKAVIL, Santhosh, F.; SIMOV, Vladimir; TONG, Ling; WOOD, Harold, B.; (154 pag.)WO2019/74809; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1149-24-2, 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. 1149-24-2, name is Diethyl 2,6-dimethylpyridine-3,5-dicarboxylate. A new synthetic method of this compound is introduced below.

General procedure: To a mixture of ethyl acetoacetate or methyl acetoacetate (1 eqv), formaldehyde (1.1 eqv) and NH4OAc (1.5 eqv) in acetic acid (3 mL) was added FeWO4 (20 mol%) at room temperature and the mixture was heated at 80 C for 2 h (monitoring by TLC) to give poly-substituted pyridine (3), to this solution isatin (1 eqv) was added and heating continued at same temperature for 3 h (monitoring by TLC). After that the reaction mixture was cooled to room temperature neutralized with sodium bicarbonate and extracted with EtOAc (2 × 10 mL). The organic layers were washed with brine, dried using sodium sulphate .Evaporation of the solvent gave the crude product which was purified by silica gel column chromatography. Elution of the column with petroleum ether-EtOAc gave the desired product.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1149-24-2, its application will become more common.

Reference:
Article; Paplal, Banoth; Nagaraju, Sakkani; Sathish, Kota; Kashinath, Dhurke; Catalysis Communications; vol. 103; (2018); p. 110 – 115;,
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. 116355-18-1, name is 6-Bromo-7-methylimidazo[1,2-a]pyridine, molecular formula is C8H7BrN2, 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. Recommanded Product: 116355-18-1

Step 2: To a solution of 6-bromo-7-methylimidazo(l,2-a)pyridine (9 g, 43.0 mmol) and anhydrous sodium acetate (9.52 g, 116.1 mmol) in MeOH (100 mL) at 0 C was added iodine (12.0 g, 47.3 mmol). The reaction mixture was stirred at rt for 20 h. The precipitate was collected by filtration and washed with MeOH to afford 6-bromo-3-iodo-7- methylimidazo[l,2-a]pyridine (6 g, 41%) as a light grey solid. 1H NMR (400 MHz, CDC13) delta 8.30 (s, 1H), 7.64 (s, 1H) 7.49 (s, 1H) 2.50 (s, 3H); MS (ESI) m/z 336.7 [M+H]+.

With the rapid development of chemical substances, we look forward to future research findings about 116355-18-1.

Reference:
Patent; AGENCY FOR SCIENCE, TECHNOLOGY AND RESEARCH; NACRO, Kassoum; DURAISWAMY, Athisayamani, Jeyaraj; CHENNAMANENI, Lohitha, Rao; WO2013/147711; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1156542-25-4, 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. 1156542-25-4, name is 6-Chloro-4-(trifluoromethyl)picolinonitrile. A new synthetic method of this compound is introduced below.

A 2 dram vial containing (S)-N-((1R,2R,4S)-7-cyano-7-azabicyclo[2.2.1]heptan-2-yl)pyrrolidme- 3 -carboxamide hydrochloride (0 2 mmol) was added 6-chloro-4-(trifluoromethyl)picolitionitrile (62.0 mg, 0 300 mmoi), acetonitrile (667 m) and DIPEA (140 m, 0.800 mmol). The suspension was stirred at 60 C for 2h when LC-MS showed good conversion (80%). The reaction was purified via RP- HPLC with 0.1% NH40H in ACN and water as mobile phase to afford (S)-l-(6-cyano-4- (trifluoromethyl)pytidin-2-yl)-N-((lR,2R 4S)-7-cyano-7-azabicyclo[2.2.1]heptan-2-yl)pyirolidine-3- carboxamide in 41% yield.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1156542-25-4, 6-Chloro-4-(trifluoromethyl)picolinonitrile, and friends who are interested can also refer to it.

Reference:
Patent; AMGEN INC.; CARMOT THERAPEUTICS, INC.; BUTLER, John R.; ERLANSON, Daniel; GRACEFFA, Russell; IWIG, Jeffrey; JEONG, Joon Won; WHITE, Ryan D.; WU, Yongwei; YI, Shuyan; BANERJEE, Abhisek; MCFARLAND, Jesse M.; ZHENG, Xiao Mei; (307 pag.)WO2020/36940; (2020); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 603311-76-8, 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 603311-76-8 as follows.

Add 0. 5M diisobutylaluminum hydride in toluene (4.6 mL, 2.29 mmol) to a solution of (6-bromo-imidazo [1, 2-a] pyridin-3-yl) -acetic acid ethyl ester (0.65 g, 2.29 mmol) and morpholine (5 mL) in THF (40 mL) AT-78 C. Gently warm the reaction to room temperature and dilute carefully with methanol. Filter and concentrate the filtrate. Flash chromatography gives the subtitled compound (0.24 g, 32percent) as a white solid. MS ES+m/e 324.0, 326.0 (M+1).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,603311-76-8, its application will become more common.

Reference:
Patent; ELI LILLY AND COMPANY; WO2004/50659; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 27652-89-7, (4-Chlorophenyl)(pyridin-2-yl)methanol, 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, 27652-89-7, blongs to pyridine-derivatives compound. category: pyridine-derivatives

The compounds of the present invention were synthesized according to the procedure, which is illustrated schematically in FIG. 1 for three MPH alkyl analogs. Referring to FIG. 1, para-bromochlorobenzene 1 was converted into a Grignard reagent with Mg/THF which was then reacted with the pyridine-2-carboxaldehyde 2 to produce the alcohol 3. The alcohol 3 was oxidized with pyridinium chlorochromate in CH2Cl2 to produce the ketone 4. The ketone 4 was then reacted with a Grignard reagent that contains the required R group to produce the alcohol 5. After dehydration with refluxing HCl, the resulting Z and E olefin mixture 6 was hydrogenated with 10% Pt/C in HOAc containing 3% CF3COOH to produce the final compounds 7 with a ratio of about 40:60 of the R,R/S,S and R,S/S,R racemates for the ethyl compound. The racemates were separated by column chromatography and their relative configurations were determined by x-ray crystallography.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,27652-89-7, its application will become more common.

Reference:
Patent; Froimowitz, Mark; Kelley, Charles J.; US2006/100243; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem