Category: 13534-98-0

Electric Literature of 13534-98-0 , The common heterocyclic compound, 13534-98-0, name is 4-Amino-3-bromopyridine, molecular formula is C5H5BrN2, 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.

A solution of intermediate 2 (1.12 g, 5.34 mmol), 4-amino-3-bromopyridine (0.924 g, 5.34 mmol), copper (I) iodide (102 mg, 0.534 mmol), triethylamine (3.59 mL, 25.8 mmol) and PdCl2(PPh3)2 (187 mg, 0.267 mmol) in DMF (9.24 mL) was purged by bubbling nitrogen. The mixture was stirred at 100 C overnight under N2. The mixture was cooled to rt and filtered through celite and the filtrate was kept. The celite plug was washed with EtOAc and the combined filtrates were washed with brine (3x), dried over MgS04, filtered and the volatiles were evaporated in vacuo. The crude material was purified on a 24 g Si02 gold column (elution with 0-5%> MeOH containing 2M NH3 over 7 min). The desired fractions were concentrated in vacuo to yield intermediate 6 as a light yellow solid (330 mg, 20%> yield).

The synthetic route of 13534-98-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; BARTOLOME-NEBREDA, Jose, Manuel; TRABANCO-SUAREZ, Andres, Avelino; MARTINEZ VITURRO, Carlos, Manuel; TRESADERN, Gary, John; ALCAZAR-VACA, Manuel, Jesus; (126 pag.)WO2018/109198; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 13534-98-0, 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. 13534-98-0, name is 4-Amino-3-bromopyridine. A new synthetic method of this compound is introduced below.

General procedure: A mixture of amino pyridine 1 (1.0 mmol), 10%Pd/C (0.010 mmol), CuI (0.010 mmol), PPh3 (0.022 mmol) and Cs2CO3 (3 mmol) in PEG-400 (3 mL) was stirred for 15 min at room temperature under a nitrogen atmosphere. To this was added an appropriate iodoarene 2 (1.0 mmol) and the mixture was stirred further for 10 min. The mixture was then stirred at 95 – 100 C for 2.5 h under ultrasound irradiation using a laboratory ultrasonic bath Sonorex Super RK 510H model producing irradiation of 35 kHz. After cooling the mixture to room temperature an appropriate terminal alkyne 3 (1.2 mmol) was added to it. The mixture was then stirred again at 95-100 C for 4h under ultrasound irradiation. After completion of the reaction (indicated by TLC), the mixture was diluted with cold water (30 mL) and extracted with CH2Cl2 (3 x 10 mL). The organic layers were collected, combined, washed with cold water (2 x 15 mL), dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure. The crude product was then purified by column chromatography on silica gel using EtOAc / n-hexane as a solvent system.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,13534-98-0, 4-Amino-3-bromopyridine, and friends who are interested can also refer to it.

Reference:
Article; Dandela, Rambabu; Nath Singh, Shambhu; Pal, Manojit; Ramamohan, Hindupur; Siddaiah, Vidavalur; Venkateshwarlu, Rapolu; Tetrahedron Letters; (2019);,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 13534-98-0, 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.13534-98-0, name is 4-Amino-3-bromopyridine, molecular formula is C5H5BrN2, molecular weight is 173.01, as common compound, the synthetic route is as follows.

General procedure: Step 1: A vial equipped with a magnetic stir bar was charged with the orthohaloaminopyridineand BrettPhos G1 precatalyst (6 mol %). The vial was sealedwith a teflon screw cap, and evacuated and backfilled with argon three times. Theamine (1 to 1.5 mol eq) was added via syringe, followed by LiHMDS solution (1M in THF, 2.5 mol eq). Amines that were solid at room temperature were addedwith the catalyst. The reaction mixture was stirred at 40 C for 4-18 h, until LC/MSindicated complete conversion of the starting material. The mixture was cooled toroom temperature, diluted with dichloromethane, and poured into water. Theorganic phase was separated and the aqueous phase was extracted twice more withdichloromethane. The combined organic phases were dried over Na2SO4. Thesolvent was removed under reduced pressure.

The chemical industry reduces the impact on the environment during synthesis 13534-98-0, I believe this compound will play a more active role in future production and life.

Reference:
Article; Li, Chaomin; Chen, Lily; Steinhuebel, Dietrich; Goodman, Andrew; Tetrahedron Letters; vol. 57; 25; (2016); p. 2708 – 2712;,
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.13534-98-0, name is 4-Amino-3-bromopyridine, molecular formula is C5H5BrN2, molecular weight is 173.01, as common compound, the synthetic route is as follows.HPLC of Formula: C5H5BrN2

To a stirred solution of 3-bromopyridin-4-amine (1.0 g, 5.780 mmol) in dichloromethane (20 mL) was added di isopropyl ethylamine(1.5mL, 8.678mmo1) followed by acetyl chloride(0.45mL, 6.345mmo1) at 0 C and starred at room temperature for 12 h. After completion of the reaction mixture was diluted with dichloromethane (20 mL) and washed with saturated sodium bicarbonate solution (20 mL), dried over sodium sulphate, and concentrated. The crude product obtained as N-(3-bromopyridin-4-yl)acetamide as off white solid.(1 .24 g, 80%).1H NMR (400 MHz, DMSO-d6) oe 3.62 (s, 3H), 6.43 (brs, 2H), 6.77 (d, J= 8.16Hz, 1H), 7.33 (d,J= 2.05Hz, 1H), 7.65 (dd, J= 8.5Hz, 1H)LC-MS m/z (M+H): 215.0

At the same time, in my other blogs, there are other synthetic methods of this type of compound,13534-98-0, 4-Amino-3-bromopyridine, and friends who are interested can also refer to it.

Reference:
Patent; BIOIMICS AB; KIRSEBOM, Leif; UPADHAYAYA, Ram Shankar; KETHIRI, Raghava Reddy; VIRTANEN, Anders; (308 pag.)WO2017/222466; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 13534-98-0, 4-Amino-3-bromopyridine, 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, 13534-98-0, blongs to pyridine-derivatives compound. Product Details of 13534-98-0

In a flask, 346 mg (2 mmol) of 3-bromo-4-aminopyridine, 303 mg (3 mmol) of triethylamine, 13 mg (0.1 mmol) of DMAP, 20 ml of dry dichloromethane, and cooled to 0 C,Add 670 mg (2.4 mmol) of triphenylchloromethane, react at room temperature, and monitor by TLC.After completion of the reaction, 30 ml of water was added, and the mixture was extracted three times with 30 mL of ethyl acetate. In a three-necked flask equipped with a reflux condenser and a constant pressure dropping funnel, magnesium chips (58 mg, 2.4 mmol) and a catalyst amount of iodine particles were added, and the surface of the magnesium chips was heated to a magenta color, and then a small amount of tetrahydrofuran was added to cover the magnesium particles. .3-bromo-4-(trityloxy)pyridine (622 mg, 1.5 mmol) obtained in the above step was dissolved in 5 ml of tetrahydrofuran, and added dropwise to a three-necked flask. The electric heating gun was slightly heated to initiate the reaction, and then slowly. Drip the remaining solution.After the dropwise addition, the reaction flask was kept at 40 C for 2 hours. Return to room temperature and let stand. To a 100 mL one-necked flask, 267 mg (1.5 mmol) of 1,4-dicyanophthalene and 20 mL of tetrahydrofuran were added, and the mixture was cooled to 0 C, and the reagent of the above format was slowly added dropwise to the reaction system, followed by room temperature.After the reaction was monitored by thin layer chromatography, the reaction was quenched with 1M HCl.Extracted three times with 30 mL of ethyl acetate, combined ethyl acetate and concentrated.Over the fast column to obtain the target compound501 mg, yield 49%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,13534-98-0, its application will become more common.

Reference:
Patent; Southern Medical University; Zhang Jiajie; Tian Yuanxin; Pang Jianxin; (37 pag.)CN108440397; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 13534-98-0, 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 13534-98-0, name is 4-Amino-3-bromopyridine. This compound has unique chemical properties. The synthetic route is as follows.

Synthesis of 3-Prop-1-ynyl-pyridin-4-ylamine (LXXIII). To a solution of LXXII (1.5 g, 8.67 mmol) in N,N-dimethyl formamide (20 mL) was added solid sodium acetate (2.1 g, 0.02106 mol). The resulting mixture was degassed for 10 min and then [1,1?- bis(diphenylphosphino)ferrocene]dichloropalladium(II) (0.31 g, 0.430 mmol), followed by tributyl(prop-1-yn-1-yl)stannane (3.7g, 11.3 mmol), were added. The reaction mixture 25 was heated at 100 C in a sealed tube for 12 h, before being allowed to cool to room temperature. The reaction mixture was poured in to water and the mixture was extracted 157 of 363 {//– DRAFT –//4069/3020WO/00228726/v2} 4069.3020 WO with ethyl acetate (3 x 50 mL). The combined organic extracts were dried over sodium sulfate and concentrated in vacuo. The crude product mixture was purified by column chromatography on (100-200 mesh) silica, using 3% methanol in dichloromethane as the eluant to afford LXXIII (1 g, 87%) as a semi solid.1H NMR (400 MHz, CDCl3) delta 8.29 5 (s, 1H), 8.08 (d, 2H, J= 5.7 Hz), 6.50 (d, 2H, J= 5.6 Hz), 4.61 (brs, 2H), 2.11 (s, 3H); MS (ESI, positive mode) m/z 133 (MH+).

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 13534-98-0, 4-Amino-3-bromopyridine.

Reference:
Patent; PROTEOSTASIS THERAPEUTICS, INC.; CULLEN, Matthew; HAUCK, Sheila; GENG, Bolin; FOLEY, Megan; BASTOS, Cecilia, M.; MUNOZ, Benito; HAEBERLEIN, Markus; WO2015/73528; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 13534-98-0, 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 13534-98-0, name is 4-Amino-3-bromopyridine. This compound has unique chemical properties. The synthetic route is as follows.

Ethyl (3-bromopyridin-4-yl)carbamate (S7).3-Bromopyridin-4-amine (100 mol%) was dissolved in CH2Cl2 (0.2 M), and cooled to 0 C. Ethyl chloroformate (110 mol%) was added at 0 C, then diisopropylethylamine (150 mol%) was added. The mixture was stirred at 0 C for 30 min, warmed to ambient temperature, and stirredor additional 2-3 h. After completion, the mixture was diluted with CH2Cl2, and washed withwater and brine. The combined aqueous layer was washed with CH2Cl2. The combined organiclayer was dried over anhydrous Na2SO4, and concentrated in vacuo. The title compound S7 was obtained as an off white solid in 86% yield (610.6 mg, 2.49 mmol) after flash column chromatography (hexanes/EtOAc = 1:1). 1H NMR (asterisk denotes minor rotamer peaks, 400 MHz, CDCl3) delta 8.82* (d, J = 0.5 Hz, 1H), 8.59* (d, J = 5.6 Hz, 1H), 8.59 (d, J = 0.4 Hz, 1H), 8.40 (dd, J = 5.6, 0.6 Hz, 1H), 8.15 (d, J =5.6 Hz, 1H), 7.30 (br s, 1H), 7.22* (dd, J = 5.1, 0.5 Hz, 1H), 4.28 (q, J = 7.1 Hz, 2H), 4.24* (q, J= 7.1 Hz, 2H), 1.35 (t, J = 7.1 Hz, 3H), 1.23* (t, J = 7.1 Hz, 3H). 13C NMR (asterisk denotes minor rotamer peaks, 100 MHz, CDCl3) delta 153.0*, 152.4*, 151.6,149.5, 142.8, 124.7*, 113.2, 109.7, 63.8*, 62.2, 14.4, 14.0*. IR (neat) 3405, 2980, 1739, 1582, 1506, 1236, 1205 cm-1.HRMS (ESI+) calcd. for C8H10BrN2O2 [M+H]+ 244.9920, found 244.9920.

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 13534-98-0, 4-Amino-3-bromopyridine.

Reference:
Article; Shin, Inji; Ramgren, Stephen D.; Krische, Michael J.; Tetrahedron; vol. 71; 35; (2015); p. 5776 – 5780;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 13534-98-0, 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. 13534-98-0, name is 4-Amino-3-bromopyridine. A new synthetic method of this compound is introduced below.

To a lOOmL reaction flask was added 3-bromo-4-amino-pyridine (1.73 g, lOmmol), p-fluorobenzeneboronic acid (1.68 g, 12 mmol), anhydrous sodium carbonate (1.59 g, 15 mmol), dioxane (20 mL), and water (10 mL) were replaced with nitrogen, The reaction was carried out for about 3 hours. After completion of the reaction, water (20 mL) was added, extracted three times with ethyl acetate (3 X 20 mL), and the mixture was stirred at room temperature The layers were combined, dried over anhydrous sodium sulfate, filtered and steamed off Column 31 (1.738) yield 92% yield. ]

At the same time, in my other blogs, there are other synthetic methods of this type of compound,13534-98-0, 4-Amino-3-bromopyridine, and friends who are interested can also refer to it.

Reference:
Patent; Chengdu Haichuang Pharmaceutical Co., Ltd.; Fan Lei; Du Wu; Li Xinghai; Chen Yuanwei; Xu Kexin; Chen Ke; Zhang Shaohua; Luo Tongchuan; (40 pag.)CN106831556; (2017); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 13534-98-0, 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. 13534-98-0, name is 4-Amino-3-bromopyridine. A new synthetic method of this compound is introduced below.

3-Bromo-5-iodopyridin-4-amine A solution of potassium iodide (2.88 g, 17.34 mmol) and iodine (2.75 g, 10.84 mmol) in water (21 mL) was added dropwise to a solution of 4-amino-3-bromopyridine (2.5 g, 14.45 mmol) and sodium carbonate (0.919 g, 8.67 mmol) in water (10 mL) and the mixture was stirred at reflux for 20 h. The mixture was diluted with water and EtOAc and the layers were separated. The organic layer was extracted with EtOAc three times. The combined organic layers were washed with sat. Na2S2O3 three times, dried over MgSO4, filtered off and the filtrate concentrated in vacuum. The resulting brown oil was purified by chromatography on silica gel (biotage, CyHex/EtOAc, 50:50 to 0:100) to give product (951 mg, 22%) and starting material (1.66 g) as light yellow solids.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,13534-98-0, 4-Amino-3-bromopyridine, and friends who are interested can also refer to it.

Reference:
Patent; Merck Patent GmbH; Cancer Research Technology, Ltd.; SCHIEMANN, Kai; BLAGG, Julian; MALLINGER, Aurelie; RINK, Christian; SEJBERG, Jimmy; HONEY, Mark; (139 pag.)US2016/16951; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 13534-98-0, Adding some certain compound to certain chemical reactions, such as: 13534-98-0, name is 4-Amino-3-bromopyridine,molecular formula is C5H5BrN2, 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 13534-98-0.

3-Bromo-5-iodopyridin-4-amine A solution of potassium iodide (2.88 g, 17.34 mmol) and iodine (2.75 g, 10.84 mmol) in water (21 mL) was added dropwise to a solution of 4-amino-3-bromopyridine (2.5 g, 14.45 mmol) and sodium carbonate (0.919 g, 8.67 mmol) in water (10 mL) and the mixture was stirred at reflux for 20 h. The mixture was diluted with water and EtOAc and the layers were separated. The organic layer was extracted with EtOAc three times. The combined organic layers were washed with sat. Na2S2O3 three times, dried over MgSO4, filtered off and the filtrate concentrated in vacuum. The resulting brown oil was purified by chromatography on silica gel (biotage, CyHex/EtOAc, 50:50 to 0:100) to give product (951 mg, 22%) and starting material (1.66 g) as light yellow solids.

According to the analysis of related databases, 13534-98-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Merck Patent GmbH; Cancer Research Technology, Ltd.; SCHIEMANN, Kai; BLAGG, Julian; MALLINGER, Aurelie; RINK, Christian; SEJBERG, Jimmy; HONEY, Mark; (139 pag.)US2016/16951; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem