Tag: M.W:200-300

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

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. 1532517-95-5, name is 5-Bromo-3-fluoro-2-nitropyridine. A new synthetic method of this compound is introduced below., Recommanded Product: 5-Bromo-3-fluoro-2-nitropyridine

A mixture of 5-bromo-3-fluoro-2-nitropyridine (D-2) (1.63 g, 7.38 mmol), t-BuNH2 (1.08 g, 14.8 mmol) and TEA (1.49 g, 14.8 mmol) in THF (30 mL) was stirred at 45C overnight. Water and EA were added. The aqueous layer was extracted with EtOAc (3 x 30 mL). The combined organic layer was washed with brine, dried over Na2SO4, and concentrated. The residue was purified by column chromatography on silica gel eluting with PE/EtOAc (30:1) to give title compound 5-bromo-N-tert-butyl-2-nitropyridin-3-amine (D-3). MS-ESI (m/z): 274 [M+].

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, 1532517-95-5, 5-Bromo-3-fluoro-2-nitropyridine.

Reference:
Patent; SHANGHAI FOCHON PHARMACEUTICAL CO., LTD.; CHONGQING FOCHON PHARMACEUTICAL CO., LTD.; ZHAO, Xingdong; LI, Tongshuang; ZHOU, Zuwen; WANG, Xianlong; CHEN, Ling; RONG, Yue; LIU, Qihong; CHEN, Zhifang; ZHANG, Huajie; TAN, Rui; TAN, Haohan; LI, Zhifu; ZHANG, Weipeng; JIANG, Lihua; LIU, Yanxin; LINGHU, Li; LIN, Min; SUN, Jing; WANG, Weibo; (102 pag.)WO2017/133701; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 76041-79-7, 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. 76041-79-7, name is 5-Bromo-3-(trifluoromethyl)pyridin-2-ol, molecular formula is C6H3BrF3NO, 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.

Step 2: 5-Bromo-1-neopentyl-3-(trifluoromethyl)pyridin-2(1 – )-one (P45)To a solution of compound P45a (10.0 g, 41.3 mmol) in DMF (130 mL) was added portionwise NaH (4.1 g, 103 mmol) at 0C. After stirring for 40 min, 1-bromo-2,2-dimethyl-propane (18.7 g, 124 mmol) was added and the solution was stirred at 100C overnight, diluted with water and extracted with EA twice. The combined organic layers were washed with water and brine consecutively (3 x), dried over Na2S04, filtered, concentrated and purified by CC (PE/EA = 5/1) to give compound P45 (1.4 g, 11%) as a yellow solid.

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 76041-79-7, 5-Bromo-3-(trifluoromethyl)pyridin-2-ol.

Reference:
Patent; PHENEX PHARMACEUTICALS AG; STEENECK, Christoph; KINZEL, Olaf; GEGE, Christian; KLEYMANN, Gerald; HOFFMANN, Thomas; WO2012/139775; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 17570-98-8, 2-(Bromoacetyl)pyridine hydrobromide, 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, Quality Control of 2-(Bromoacetyl)pyridine hydrobromide, blongs to pyridine-derivatives compound. Quality Control of 2-(Bromoacetyl)pyridine hydrobromide

Preparation 20C; 2-(2-(4-iodophenvn-1 -(6-methylpyridin-3-vO-1 H-imidazol-4-yl)pvridi?e; A solution of 4-iodo-N’-(6-methylpyridin-3-yl)benzamidine (23.0 g, 68.2 mmol) in anhydrous THF (150 mL) was treated at 0 0C with LiHMDS (150 mL of 1M in THF, 150 mmol). The resulting solution was treated after 15 min with 2-bromo-1-(pyridin-2-yl)ethanone hydrobromidtheta (19.1 g, 68.2 mmol) and the resulting mixture stirred at RT for 18h. Water (300 mL) and EtOAc (200 mL were added. The aqueous layer was separated and extracted with EtOAc (2 x 200 mL). The combined organic layers were dried and concentrated and the residue heated in acetic acid (200 mL) at 90 0C for 30 min. The mixture was concentrated and the residue partitioned between DCM (300 mL) and excess 2N NaOH. The aqueous layer was separated and extracted with DCM (3 x 200 mL). The combined organic layers were washed with aqueous 10% citric acid (3 x 100 mL), water, brine, dried, and concentrated. The residue was purified by SGC (0-1% MeOH in DCM1 0.5% NH4OH) giving 7.6 g of product which was triturated with ether. Yield 6.5 g, 20%. 1H NMR (CDCI3) delta 8.56 (ddd, 1H, J = 0.8, 1.7, 4.8 Hz), 8.46 (d, 1H1 J = 2.5 Hz), 8.10 (d, 1H, J = 7.9 Hz)1 7.89 (br, 1H), 7.77 (dt, 1H, J = 1.7, 7.7 Hz)1 7.63 (m, 2H), 7.43 (dd, 1H1 J = 2.5, 8.3 Hz), 7.21 (d, 1H, J = 8.3 Hz), 7.2 (m, 1H), 7.16 (m, 2H), 2.62 (s, 3H). MS (AP+) m/e 439 (MH+).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,17570-98-8, 2-(Bromoacetyl)pyridine hydrobromide, and friends who are interested can also refer to it.

Reference:
Patent; PFIZER PRODUCTS INC.; WO2008/4117; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 886361-98-4, Adding some certain compound to certain chemical reactions, such as: 886361-98-4, name is Methyl 3-bromoimidazo[1,2-a]pyridine-6-carboxylate,molecular formula is C9H7BrN2O2, 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 886361-98-4.

To a solution of 3-Bromo-imidazo[1,2-a]pyridine-6-carboxylic acid methyl ester (leq, 23 mmol, 5.9 g), 2-chloropyrid-4-yl boronic acid (1.05 eq, 24 mmol, 3.8 g), Na2COs (2 eq, 46 mmol, 4.9 g) in dioxane (40 ml) and water (15 ml), under an inert atmosphere of argon is added bis(triphenylphosphine)palladium II chloride (0.1 eq, 2.4 mmol, 1.6 g). The reaction mixture is heated at 95 C for 16 hours. The mixture is diluted with H2O (50 ml) and extracted with EtOAc. The combined organic portions are washed with brine, dried (MgStheta4) and concentrated in vacuo. The residue is purified by chromatography on silica eluting with 0-10% MeOH in EtOAc to afford the title compound; [M+H]+ = 287/289.

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. 886361-98-4, Methyl 3-bromoimidazo[1,2-a]pyridine-6-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NOVARTIS AG; WO2009/50183; (2009); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem