Tag: M.W:200-300

Reference of 73870-24-3, 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.73870-24-3, name is 4-(Bromomethyl)pyridine hydrobromide, molecular formula is C6H7Br2N, molecular weight is 252.93, as common compound, the synthetic route is as follows.

[00385] To a mixture of 53-1 (60 mg, 0.187 mmol, 1.00 eq) and 53-2 (85 mg, 0.336 mmol, 1.80 eq, HBr) in DMF (3 mL) was added K2C03 (100 mg, 0.723 mmol, 3.87 eq) in one portion at 25C. The mixture was stirred at 80 C for 3.5 h. LCMS showed the starting material was consumed completely and one main peak with the desired MS was detected. TLC showed one new spot was formed. The reaction mixture was extracted with EtOAc (40 mL) and washed with brine (30 mL*4). The organic layer was dried with anhydrous Na2S04, filtered, and concentrated under vacuum. The residue was purified by flash silica gel chromatography and then by prep-HPLC (basic condition) to provide the title compound (11.77 mg, 28.5 umol, 15.3% yield). LCMS (ESI): RT = 1.120 min, mass calc. for C20Hi5F3N6O 412.13, m/z found 413.0[M+H]+. 1HNMR (400MHz, DMSO-i_) 58.65- 8.55 (m, 3H), 8.01 (d, J=8.00 Hz, 1H), 7.47 – 7.37 (m, 2H), 7.33 (br d, J=5.20 Hz, 2H), 7.30 – 7.24 (m, 2H), 7.23- 7.17 (m, 2H), 7.06 (t, J=6.80 Hz, 1H), 6.12 (s, 2H).

Statistics shows that 73870-24-3 is playing an increasingly important role. we look forward to future research findings about 4-(Bromomethyl)pyridine hydrobromide.

Reference:
Patent; VIVACE THERAPEUTICS, INC.; KONRADI, Andrei W.; LIN, Tracy Tzu-Ling Tang; (396 pag.)WO2018/204532; (2018); 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. 15862-34-7, name is 5-Bromo-2-hydroxy-3-nitropyridine. A new synthetic method of this compound is introduced below., HPLC of Formula: C5H3BrN2O3

Example 4N-(2-Methyl-3-(5-(5-(4-methylpiperazin-l-yl)pyridine-2-ylamino)-6-oxo-l,6- dihydropyridin-3-yl)phenyl)-4,5,6,7-tetrahydrobenzo[Z>]thiophene-2- carboxamide (19); 5-Bromo-2-methoxy-3-nitropyridine (15)[00197] In a 1 L, round-bottomed, single-necked flask equipped with a magnetic stirring bar was placed 5-bromo-3-nitropyridin-2-ol (50.0 g, 0.23 mol) in CHCl3 (500 mL) under nitrogen in the dark (wrapped in aluminum foil.) To this solution was added Ag2CO3 (75.5 g, 0.28 mol) and MeI (142.0 mL, 2.3 mol). After the mixture was stirred for 48 h at room temperature, it was filtered through a pad of Celite, washed with CH2Cl2, and concentrated. The crude mixture was purified by column chromatography (EtOAc:Hexane, 1:4) to give 24.0 g (45%) of 5-bromo-2- methoxy-3-nitropyridine (15) as a solid.

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, 15862-34-7, 5-Bromo-2-hydroxy-3-nitropyridine.

Reference:
Patent; CGI PHARMACEUTICALS, INC.; WO2008/33854; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 885270-57-5, Adding some certain compound to certain chemical reactions, such as: 885270-57-5, name is tert-Butyl hexahydro-1H-pyrrolo[3,4-c]pyridine-2(3H)-carboxylate,molecular formula is C12H22N2O2, 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 885270-57-5.

Step 1: a water solution (10.00 mL) of sodium nitrite (420.00 mg, 6.09 umol) was dropwise added to a mixed solution of acetic acid (10.00 mL) and water (10.00 mL) of tert-butylhexahydro-1H-pyrrolo[3,4-c]pyridine-2(3H)-carboxylic ester (800.00 mg, 3.04 umol) at 0C. After the sodium nitrite solution was added, the mixture was warmed up to 25C and stirred for 2 h. TLC showed that the raw materials were consumed. The reaction solution was diluted by water (20 mL) and extracted by ethyl acetate (30 mL*2). Merged organic layers were adjusted by saturated sodium dicarbonate to pH=8-9, washed by saline solution (10 mL*2), dried by anhydrous sodium sulfate, filtered and concentrated under reduced pressure to obtain tert-butyl-5-nitrosohexahydro-1H-pyrrolo[3,4-c]pyridine-2(3H)-carboxylic ester (650.00 mg, crude product) which was yellow oily matter. The product was directly used in next step without needing further purification. The value of C12H21N3O3[M+H]+256 was calculated using MS ESI, and was 256.

According to the analysis of related databases, 885270-57-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Wuxi Fortune Pharmaceutical Co., Ltd; WU, Hao; MAO, Weiwei; FAN, Lili; DING, Charles Z.; CHEN, Shuhui; WANG, Fei; HU, Guoping; LI, Jian; (85 pag.)EP3248980; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 148493-37-2, 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. 148493-37-2, name is 2,6-Dichloro-3-iodopyridine, molecular formula is C5H2Cl2IN, 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.

To a degassed solution of 2,6-dichloro-3-iodopyridine (3.0 g, 11 mmol) and (E)2-(2-ethoxyvinyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (2.2 g, 11 mmol) in 1,4- dioxane (20 mL) and water (1.0 mL) was added CS2CO3 (7.1 g, 22 mmol) and 1,1?-bis(di-tert- butylphosphino)ferrocene palladium chloride (357 mg, 0.54 mmol) under N2 protection. The resulting mixture was heated to 70 C and stirred at this temperature overnight. The reaction was cooled, filtered through a pad of the celite and washed with ethyl acetate. The combined filtrate was evaporated in vacuo. The resulting residue was purified using column chromatography (eluted with 0-20% EtOAc / DCM) to provide (E)-2,6-dichloro-3-(2-ethoxyvinyl)pyridine (1.96 mg, yield: 86%). MS (M+H): 218.

According to the analysis of related databases, 148493-37-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME CORP.; DAI, Xing; LIU, Hong; PALANI, Anandan; HE, Shuwen; BROCKUNIER, Linda, L.; NARGUND, Ravi; MARCANTONIO, Karen; ZORN, Nicolas; XIAO, Dong; PENG, Xuanjia; LI, Peng; GUO, Tao; WO2014/123793; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1207557-36-5, 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. 1207557-36-5, name is 6-Bromo-4-methoxypyrazolo[1,5-a]pyridine. A new synthetic method of this compound is introduced below.

To a 0C solution of 6- bromo-4-methoxypyrazolo[1,5-a]pyridine (0.75 g, 3.303 mmol) in DMF (33 mL) was slowly added POCl3 (0.92 mL, 9.909 mmol). The reaction was warmed to ambient temperature and stirred for 4 h and then diluted with H2O (30 mL). The resulting suspension was basified to pH 9-10 with 1 M NaOH(aq), then stirred for 1 h and vacuum filtered, then rinsed sequentially with H2O (25 mL) and MTBE (50 mL) to yield the title compound (0.76 g, 90% yield). MS (apci) m/z = 256.9 (M+H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1207557-36-5, 6-Bromo-4-methoxypyrazolo[1,5-a]pyridine, and friends who are interested can also refer to it.

Reference:
Patent; REYNOLDS, Mark; EARY, Charles Todd; (467 pag.)WO2019/75114; (2019); 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. 102830-75-1, name is 3-Bromo-5-chloro-2-methoxypyridine. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 102830-75-1

To a solution of 3-bromo-5-chloro-2-methoxypyridine (5.00 g, 33.7 mmol) in toluene (100 mL) was added tert-butyl 3-aminoazetidine-1-carboxylate (5.8 g, 18.5 mmol), Xantphos (650 mg, 1.12 mmol), Cs2CO3 (14.6 g, 44.9 mmol) and Pd2(dba)3 (514 mg, 0.562 mmol). The reaction mixture was stirred at 60 C. under nitrogen for 4 days. After cooling to RT, the reaction mixture was filtered, washed with ethyl acetate (100 mL), the organic layer washed with water (60 mL), brine (60 mL), dried over Na2SO4, filtered, and concentrated in vacuo. The residue was purified by flash chromatography (ethyl acetate/hexane) to obtain 5.6 g of tert-butyl 3-((5-chloro-2-methoxypyridin-3-yl)amino)azetidine-1-carboxylate as a white-yellow oil (80%): 1H NMR (400 MHz, CDCl3) delta 7.39 (d, J=2.2 Hz, 1H), 6.36 (d, J=2.2 Hz, 1H), 4.52 (d, J=6.5 Hz, 1H), 4.24 (dd, J=8.9, 7.1 Hz, 2H), 4.05 (m, 1H), 3.89 (s, 3H), 3.70 (dd, J=9.1, 4.8 Hz, 2H), 1.37 (s, 9H); MS (ES) m/z 314 (M+H).

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, 102830-75-1, 3-Bromo-5-chloro-2-methoxypyridine.

Reference:
Patent; Jacobsen, Eric Jon; Blinn, James Robert; US2015/210671; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 2176-62-7, Perchloropyridine, 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, name: Perchloropyridine, blongs to pyridine-derivatives compound. name: Perchloropyridine

In a 1000 mL three-necked flask, add 600 mL of DMI and anhydrous KF146.72 g with a purity of 99% and a particle size of 20-50 um. Stirring and distilling under reduced pressure (130-135 C / 60 mmHg)60 g solvent with water evaporation, the measured water content of less than 1000 ppm, heated to 90 C, adding purity of 97% of the five chloropyridine 129.40 g, After 1.5 h of incubation, heating was stopped, the reaction mixture was cooled and the reaction mixture was filtered to obtain filtrate and residue. The residue was washed with 100 mL of DMI and suction filtered to obtain a washing solution. Combined washing liquid and filtrate, distillation, collecting 65 ~ 70 , 5 KPa fractions, namely 3,5-dichloro-2,4,6-trifluoropyridine

At the same time, in my other blogs, there are other synthetic methods of this type of compound,2176-62-7, Perchloropyridine, and friends who are interested can also refer to it.

Reference:
Patent; Sichuan Fusida Biotechnology Development Co., Ltd; Luo, Qian; Peng, Zhou; Li, Zhou; Wang, Lei; Zhang, Hua; Pi, Yawei; (8 pag.)CN106008331; (2016); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 102830-75-1, 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. 102830-75-1, name is 3-Bromo-5-chloro-2-methoxypyridine. A new synthetic method of this compound is introduced below.

To a solution of 3-bromo-5-chloro-2-methoxypyridine (5.00 g, 33.7 mmol) in toluene (100 mL) was added tert-butyl 3-aminoazetidine-1-carboxylate (5.8 g, 18.5 mmol), Xantphos (650 mg, 1.12 mmol), Cs2CO3 (14.6 g, 44.9 mmol) and Pd2(dba)3 (514 mg, 0.562 mmol). The reaction mixture was stirred at 60 C. under nitrogen for 4 days. After cooling to RT, the reaction mixture was filtered, washed with ethyl acetate (100 mL), the organic layer washed with water (60 mL), brine (60 mL), dried over Na2SO4, filtered, and concentrated in vacuo. The residue was purified by flash chromatography (ethyl acetate/hexane) to obtain 5.6 g of tert-butyl 3-((5-chloro-2-methoxypyridin-3-yl)amino)azetidine-1-carboxylate as a white-yellow oil (80%): 1H NMR (400 MHz, CDCl3) delta 7.39 (d, J=2.2 Hz, 1H), 6.36 (d, J=2.2 Hz, 1H), 4.52 (d, J=6.5 Hz, 1H), 4.24 (dd, J=8.9, 7.1 Hz, 2H), 4.05 (m, 1H), 3.89 (s, 3H), 3.70 (dd, J=9.1, 4.8 Hz, 2H), 1.37 (s, 9H); MS (ES) m/z 314 (M+H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,102830-75-1, 3-Bromo-5-chloro-2-methoxypyridine, and friends who are interested can also refer to it.

Reference:
Patent; Confluence Life Sciences, Inc.; Jacobsen, Eric Jon; Blinn, James Robert; US9145393; (2015); B2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 669066-91-5, Adding some certain compound to certain chemical reactions, such as: 669066-91-5, name is 5-Bromo-3-fluoropicolinic acid,molecular formula is C6H3BrFNO2, 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 669066-91-5.

N,N-Diisopropylethylamine (200 mu, 1 mmol) was added to a mixture of 2- methylbiphenyl-3-amine (70 mg, 0.4 mmol), 5-(methoxycarbonyl)pyridine-2-carboxylic acid (Oakwood Chemical, cat017196, 75 mg, 0.42 mmol), and N,N,N’,N’-tetramethyl-0-(7- azabenzotriazol-l -yl)uronium hexafluorophosphate (220 mg, 0.57 mmol) in N,N- dimethylformamide (2 mL, 20 mmol). The reaction mixture was allowed to stir at room temperature (rt) overnight. The reaction mixture was quenched with saturated aqueous NaHCC , and extracted with ethyl acetate (3 x 20 mL). The combined organic layers were washed with brine, dried over MgSCn, filtered and concentrated under reduced pressure. The residue was purified by flash chromatography on a silica gel column with ethyl acetate in hexanes (0-35%) to afford the desired product. LC-MS calculated for C21H19N2O3 (M+H)+: m/z = 347.1 ; found 347.1. This compound was prepared using a similar procedure as described for Example 1, Step 2, with 5-bromo-3-fluoropyridine-2-carboxylic acid (Aldrich, cat753483) replacing 5- (methoxycarbonyl)pyridine-2-carboxylic acid and prolong the reaction time to 3 days. LC-MS calculated for C19H15BrFN2O (M+H)+: m/z = 385.0; found 385.0.

According to the analysis of related databases, 669066-91-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; INCYTE CORPORATION; WU, Liangxing; YU, Zhiyong; ZHANG, Fenglei; YAO, Wenqing; (173 pag.)WO2017/106634; (2017); 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. 1209459-88-0, name is 4-Bromo-N-methylpicolinamide, the common compound, a new synthetic route is introduced below. COA of Formula: C7H7BrN2O

Step 2. Methyl l-(4-(2-(methylcarbamoyl)pyridin-4-yl)phenyl)cyclobutane-l- carboxylate: Into a 20 mL microwave vial equipped with a magnetic stir bar and under N2 were added 4-bromo-N-methyl-pyridine-2-carboxamide (204mg, 948.77 muiotatauiotaomicron), methyl l-[4-(4,4,5,5- tetramethyl-l,3,2-dioxaborolan-2-yl)phenyl]cyclobutanecarboxylate (300 mg, 948.77 mupiiotaomicron), tetrakis(triphenylphosphine)palladium(0) (109mg, 94.88 mupiiotaomicron), potassium carbonate (393 mg, 2.85 mmol), MeOH (3 mL) and DMF (6 mL). The vial was sealed and the suspension degassed with nitrogen for 10 minutes and the mixture was heated to 150 C for 10 minutes. The mixture was purified by column chromatography through silica gel eluting with 100:0 to 0: 100 hexanes:EtOAc as a gradient over 25 minutes. The desired fractions were combined, concentrated and further dried under high vacuum O/N to provide a yellow solid (250 mg). LCMS (ESI+) m/z = 325 (M+l).

The synthetic route of 1209459-88-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TEMPEST THERAPEUTICS, INC.; POWELL, David Andrew; ROPPE, Jeffrey Roger; SEIDERS, Thomas Jon; DING, Jinyue; SHENG, Tao; JACINTHO, Jason Duarte; (65 pag.)WO2019/79614; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem