Tag: M.W:200-300

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

Application of 90145-48-5, 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. 90145-48-5, name is 5-Bromopyridine-2-carboxamide, molecular formula is C6H5BrN2O, 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.

2-Benzothienylboronic acid (1.8 mmol), 5-bromopyridine-2-carboxamide (1.2 mmol), 2M K2CO3 (2.4 mL), Pd(dppf)Cl2 (0.12 mmol) were mixed and stirred at 80 C. in DMF for 3 h. The reaction mixture was filtered and to the filtrated was added EtOAc and H2O. The layers were separated and the aqueous phase was extracted twice with EtOAc. The organic extracts were dried over Na2SO4. The solvent was evaporated in vacuo to give a brown solid. The crude was subjected to reverse phase HPLC to afford the title compound as a light brown solid (11 mg). 1H NMR delta ppm 9.07 (d, 1H) 8.34 (dd, 1H) 8.24-8.02 (m, 5H) 7.73 (s br, 1H) 7.54-7.37 (m, 2H); MS m/z 255 (M+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 90145-48-5, 5-Bromopyridine-2-carboxamide.

Reference:
Patent; AstraZeneca AB; US2008/221149; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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.100397-96-4, name is 1-(4-Bromophenyl)-2-(pyridin-4-yl)ethanone, molecular formula is C13H10BrNO, molecular weight is 276.13, as common compound, the synthetic route is as follows.Computed Properties of C13H10BrNO

1-(4-bromophenyl)-2-(pyridin-4-yl)ethanone (4 g, 14.5 mmol) was heated at reflux in DMF-DMA (13 ml) for 1 hour and concentrated. The residue was dissolved in MeOH, and to this, methylhydrazine in water (40%) (3 ml) was added. Then the reaction mixture was heated at 65 C. for 1 hour. When LC/MS indicated the reaction was completed. The mixture was concentrated and purified by column chromatography over silica gel using (PE:EA=10:1-1:1) to give 3 g of crude product.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,100397-96-4, 1-(4-Bromophenyl)-2-(pyridin-4-yl)ethanone, and friends who are interested can also refer to it.

Reference:
Patent; SU ZHOU JING HONG BIOTECH CO., LTD.; CAI, Zhen-Wei; ZHOU, Ding; LIN, Yougang; CHEN, Ping; US2013/158031; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 15862-50-7, 3-Bromo-2-methoxy-5-nitropyridine, 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, category: pyridine-derivatives, blongs to pyridine-derivatives compound. category: pyridine-derivatives

A mixture of 3-bromo-2-methoxy-5-nitropyridine (30b; 5.56 g, 23.86 mmol), potassium trifluoro(vinyl)borate (6.39 g, 47.7 mmol), PdCl2Amphos2(0.338 g, 0.477 mmol), and potassium carbonate (35.8 mL, 71.6 mmol) in dioxane (119 mL) was stirred at 80 C for 30 min. The reaction mixture was then diluted with DCM (200 mL) and washed with saturated aqueous ammonium chloride (2×100 mL). The organic layer was separated, dried over sodium sulfate, filtered, and concentrated in vacuo to give 2-methoxy-5-nitro-3-vinylpyridine (4.90 g, 27.2 mmol, >99% yield) as a yellowish-tan solid.

The synthetic route of 15862-50-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Lanman, Brian A.; Reed, Anthony B.; Cee, Victor J.; Hong, Fang-Tsao; Pettus, Liping H.; Wurz, Ryan P.; Andrews, Kristin L.; Jiang, Jian; McCarter, John D.; Mullady, Erin L.; San Miguel, Tisha; Subramanian, Raju; Wang, Ling; Whittington, Douglas A.; Wu, Tian; Zalameda, Leeanne; Zhang, Nancy; Tasker, Andrew S.; Hughes, Paul E.; Norman, Mark H.; Bioorganic and Medicinal Chemistry Letters; vol. 24; 24; (2014); p. 5630 – 5634;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1159812-31-3 , The common heterocyclic compound, 1159812-31-3, name is 7-Bromo-2-methyl-[1,2,4]triazolo[1,5-a]pyridine, molecular formula is C7H6BrN3, 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.

7-bromo-2-methyl-[l,2,4]triazolo[l,5-a]pyridine (50.9 mg, 0.240 mmol), potassium acetate (70.7 mg, 0.720 mmol), 2nd generation XPhos precatalyst (14.16 mg, 0.018 mmol) and bis(pinacolato)diboron (60.9 mg, 0.240 mmol) were added to a 40 mL reaction vial and evacuated and charged multiple times with nitrogen. Added dioxane (1920 mu), then evacuated and charged the vessel again with nitrogen (3x). Heated to 100C and monitored by LCMS for loss of bromopyrazole. Once bromopyrazole was consumed, the reaction was cooled to room temperature and 2-bromo-6-chloro-3-(l-((l-fluorocyclopentyl)methyl)-lH-pyrazol-4-yl)-5-methylpyridine (INTERMEDIATE H6, 89 mg, 0.240 mmol) was added along with l, l’-bis(di-tert- butylphosphino)ferrocene palladium dichloride (9.39 mg, 0.014 mmol). The reaction was evacuated and charged 3x with nitrogen, followed by the addition of 3M aqueous potassium carbonate (240 mu, 0.720 mmol). Heated to 50C overnight. Partitioned between water and ethyl acetate. Extracted the aqueous twice more with ethyl acetate. The organics were passed over a bed of sodium sulfate and the filtrate evaporated. Purified by silica gel chromatography, eluting with 20-100% 3 : 1 EtOAc:EtOH in hexanes to give the title compound. MS(M+1): 425.

The synthetic route of 1159812-31-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; MSD R&D (CHINA) CO., LTD.; ACTON, John, J., III; BAO, Jianming; DENG, Qiaolin; EGBERTSON, Melissa; FERGUSON, Ronald, III; GAO, Xiaolei; HARRISON, Scott Timothy; KNOWLES, Sandra, L.; LI, Chunsing; LO, Michael Man-Chu; MAZZOLA, Robert, D., Jr.; MENG, Zhaoyang; NA, Meng; RUDD, Michael, T.; SELYUTIN, Oleg, B.; TELLERS, David, M.; TONG, Ling; ZHANG, Fengqi; (195 pag.)WO2019/5587; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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.153034-88-9, name is 2-Chloro-4-iodo-3-methylpyridine, molecular formula is C6H5ClIN, molecular weight is 253.4681, as common compound, the synthetic route is as follows.category: pyridine-derivatives

The mixture of 1.0 g of 2-chloro-4-iodo picoline, 84 mg of palladium acetate, 218 mg of 1,1′-bisdiphenylphosphino ferrocene, 990 mg of sodium hydrogen carbonate, 10 mL of N,N-dimethylformamide, and 10 ml of methanol, was stirred overnight in a carbon monoxide atmosphere at 80C. After cooling the reaction mixture back to room temperature, water and a saturated aqueous solution of sodium hydrogen carbonate were added thereto, and extracted with ethyl acetate. The organic layer was washed with saturated brine, and then dried over anhydrous sodium sulfate. The insolubles were filtered, the filtrate was concentrated under reduced pressure, and then the obtained residue was purified by silica gel column chromatography to obtain 522 mg of 2-chloro-3-methylisonicotinic acid methyl ester [48-1] as a colorless oily product.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,153034-88-9, 2-Chloro-4-iodo-3-methylpyridine, and friends who are interested can also refer to it.

Reference:
Patent; BANYU PHARMACEUTICAL CO., LTD.; EP1790650; (2007); 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. 25813-25-6, name is 3,5-Dibromopyridin-4-ol, the common compound, a new synthetic route is introduced below. Application In Synthesis of 3,5-Dibromopyridin-4-ol

Compound (M-41) (10.0 g, 39.5 mmol) was suspended in acetonitrile (50 mL), DIPEA (15 mL, 87 mmol) wasadded at room temperature, phosphoryl chloride (7.4 mL, 79 mmol) was added under ice-cooling, and the mixture wasstirred with heating under reflux for 17 hr. The mixture was allowed to cool, and the reaction mixture was added dropwiseto ice water, and neutralized with sodium carbonate (11.6 g, 138 mmol). Thereafter, the mixture was extracted with ethylacetate, and the organic layer was washed with saturated brine, and dried over anhydrous sodium sulfate. The solventwas evaporated under reduced pressure to give a chloro compound (yield 10.6 g, 99%) as a brown solid. The chlorocompound (10.6 g, 39.1 mmol) was dissolved in THF (70 mL), sodium methoxide (28% methanol solution, 14 mL, 59mmol) was added, and the mixture was stirred at 60C for 30 min. The mixture was allowed to cool, water was addedto the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was washed successivelywith water and saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reducedpressure to give compound (VII-46) (yield 9.21 g, 88%) as a yellow solid

The synthetic route of 25813-25-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Kaken Pharmaceutical Co., Ltd.; WATANABE, Atsushi; SATO, Yuuki; OGURA, Keiji; TATSUMI, Yoshiyuki; (331 pag.)EP3351533; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem