Category: 84249-14-9

Synthetic Route of 84249-14-9, Adding some certain compound to certain chemical reactions, such as: 84249-14-9, name is 2-Amino-4-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 84249-14-9.

Compound 2 (400 mg, 2.31 mmol), trimethylsilylacetylene (0.38 ml, 2.77 mmol), cesium carbonate (39.1 mg, 0.12 mmol), 4,5- bis (diphenylphosphino) -9,9-dimethylxanthene (69.4 mg , 0.12 mmol) and was dissolved bis (benzonitrile) palladium (II) dichloride (46.0 mg, a 0.12 mmol) in DMF (5 ml). Further added triethylamine (2 ml) to this was stirred for 2 hours at 50 in an oil bath. After completion of the reaction, THF and (3 ml) and tetrabutylammonium fluoride (2.77 ml) was added and the solvent was concentrated under reduced pressure, and allowed to react for 30 minutes at room temperature. The solvent was evaporated, adsorbed resulting residue was applied to a silica gel column,Methanol – was eluted with a mixed solvent of chloroform (1:50) to give Compound 5a (90.1 mg, 33%).

According to the analysis of related databases, 84249-14-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NIHON UNIVERSITY; SUZUKI, AZUSA; YOKOYAMA, SHOTA; SAITO, YOSHIO; (22 pag.)JP2015/221769; (2015); A;,
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. 84249-14-9, name is 2-Amino-4-bromopyridine. A new synthetic method of this compound is introduced below., name: 2-Amino-4-bromopyridine

4-Phenyl-2-pyridinamine Phenylboronic acid (141 mg, 1.156 mmol), 4-bromo-2-pyridinamine (200 mg, 1.156 mmol) and PdCl2(dppf)CH2Cl2 adduct (94 mg, 0.116 mmol) were collected and suspended in 1,2-dimethoxyethane (3 ml) and 1M aq sodium carbonate solution (3.47 ml, 3.47 mmol). The resulting mixture was stirred at 90 C. for 5 hours then it was cooled to r.t. and filtered over a celite pad washing with DCM. The solvent was evaporated (in vacuo) and the crude was purified by silica gel chromatography (Biotage 40M column) and eluding in gradient with 0%-10% MeOHDCM to afford the title compound (195 mg, 1.146 mmol, 99%). 1H NMR (400 MHz, CDCl3): delta 4.49 (dd, 2H), 6.69-6.78 (m, 1H), 6.90 (dd, 1H), 7.39-7.52 (m, 3H), 7.56-7.68 (m, 2H), 8.10-8.17 (m, 1H); UPLC-MS: 0.42 min, 171 [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, 84249-14-9, 2-Amino-4-bromopyridine.

Reference:
Patent; Biagetti, Matteo; Contini, Stefania Anna; Genski, Thorsten; Guery, Sebastien; Leslie, Colin Philip; Mazzali, Angelica; Pizzi, Domenica Antonia; Sabbatini, Fabio Maria; Seri, Catia; US2009/203705; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 84249-14-9, 2-Amino-4-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, Quality Control of 2-Amino-4-bromopyridine, blongs to pyridine-derivatives compound. Quality Control of 2-Amino-4-bromopyridine

Step 1: N-(4-bromopyridin-2-yl)acetamide To a solution of 4-bromopyridin-2-amine (12.0 g, 69.4 mmol) in acetic anhydride (240 mL) was added DMAP (0.0847 g, 0.694 mmol). The reaction mixture was allowed to stir at 140 C. for 3 h and then allowed to cool to rt. Ice water was added and the pH of the mixture was adjusted to 8.5 by the addition of concentrated NH4OH. The solid which precipitated was filtered, washed with cold water and hexanes, and dried to give N-(4-bromopyridin-2-yl)acetamide (13.3 g, 89%) as a white solid.

The synthetic route of 84249-14-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MILLENNIUM PHARMACEUTICALS, INC.; Bharathan, Indu T.; Blackburn, Chris; Ciavarri, Jeffrey P.; Chouitar, Jouhara; Cullis, Courtney A.; D’Amore, Natalie; Fleming, Paul E.; Gigstad, Kenneth M.; Gipson, Krista E.; Girard, Mario; Hu, Yongbo; Lee, Janice; Li, Gang; Rezaei, Mansoureh; Sintchak, Michael D.; Soucy, Francois; Stroud, Stephen G.; Vos, Tricia J.; Wong, Tzu-Tshin; Xu, He; Xu, Tianlin; Ye, Yingchun; US2015/225422; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 84249-14-9, 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.84249-14-9, name is 2-Amino-4-bromopyridine, molecular formula is C5H5BrN2, molecular weight is 173.0106, as common compound, the synthetic route is as follows.

To a solution of 258-1 (2.477 g, 14.3 mmol) in THF (40 ml) is added AU-1 (2.20 ml, 15.8 mmol), and the mixture is heated at reflux for 2 h. A solution of TEA (5 ml) in ethanol (15 ml) is added. After stirring for 2 h at 80 C, the mixture is cooled to ambient temperature, and filtered. The residue is dissolved in EtOAc, washed with water, and concentrated. The residue is purified on SiO2 (0-70% EtOAC in heptane) to give 258-2.

Statistics shows that 84249-14-9 is playing an increasingly important role. we look forward to future research findings about 2-Amino-4-bromopyridine.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; ABEYWARDANE, Asitha; BRUNETTE, Steven Richard; BURKE, Michael Jason; KIRRANE, Thomas Martin, Jr.; MAN, Chuk Chui; MARSHALL, Daniel Richard; PADYANA, Anil Kumar; RAZAVI, Hossein; SIBLEY, Robert; SMITH KEENAN, Lana Louise; SNOW, Roger John; SORCEK, Ronald John; TAKAHASHI, Hidenori; TAYLOR, Steven John; TURNER, Michael Robert; YOUNG, Erick Richard Roush; ZHANG, Qiang; ZHANG, Yunlong; ZINDELL, Renee M.; WO2014/14874; (2014); 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.84249-14-9, name is 2-Amino-4-bromopyridine, molecular formula is C5H5BrN2, molecular weight is 173.0106, as common compound, the synthetic route is as follows.Quality Control of 2-Amino-4-bromopyridine

To a solution of potassium 2-chloro-3 -ethoxy-3 -oxoprop-l-en-l-olate (13.0 g, 68.9 mmol) and 4-bromopyridin-2-amine (3.00 g, 17.3 mmol) in ethanol (60 mL) was added cone. H2SO4 (2 mL). The reaction mixture was stirred at 90 C for 18 h and concentrated in vacuo. The residue was adjusted to pH = 10 with a saturated NaHCO, aqueous solution, and extracted with EtOAc (200 mL x 3). The combined organic phases were washed with brine (100 mL), dried over anhydrous Na2S04, and concentrated in vacuo. The residue was purified by a silica gel column chromatography (EtOAc/PE (v/v) = 1/4) to give the title compound as a white solid (4.6 g, 99%).MS (ESI, pos. ion) m/z: 269.1 [M+H]+;1H NMR (400 MHz, CDCb): d (ppm) 9.17 (d, J= 7.3 Hz, 1H), 8.26 (s, 1H), 7.92 (d, 7= 1.1 Hz, 1H), 7.14 (dd, J= 7.3, 1.6 Hz, 1H), 4.41 (q, J= 7.1 Hz, 2H), 1.42 (t, J= 7.1 Hz, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,84249-14-9, 2-Amino-4-bromopyridine, and friends who are interested can also refer to it.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; CALITOR SCIENCES, LLC; XI, Ning; LI, Minxiong; PENG, Ju; LI, Xiaobo; ZHANG, Tao; HU, Haiyang; CHEN, Wuhong; BAI, Changlin; KE, Donghua; CHEN, Peng; (281 pag.)WO2019/99311; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 84249-14-9, 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. 84249-14-9, name is 2-Amino-4-bromopyridine, molecular formula is C5H5BrN2, 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.

[00179] To a solution of 4-bromopyridin-2-amine (12.0 g, 69.4 mmol) in acetic anhydride (240 mL) was added DMAP (0.0847 g, 0.694 mmol). The reaction mixture was allowed to stir at 140C for 3 h and then allowed to cool tort. Ice water was added and the pH of the mixture was adjusted to 8.5 by the addition of concentrated NFI4OH. The solid which precipitated was filtered, washed with cold water and hexanes, and dried to give N-(4-bromopyridin-2-yl)acetamide (13.3 g, 89%) as a white 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 84249-14-9, 2-Amino-4-bromopyridine.

Reference:
Patent; MILLENNIUM PHARMACEUTICALS, INC.; BHARATHAN, Indu T.; BLACKBURN, Chris; CIAVARRI, Jeffrey P.; CHOUITAR, Jouhara; CULLIS, Courtney A.; D’AMORE, Natalie; FLEMING, Paul E.; GIGSTAD, Kenneth M.; GIPSON, Krista E.; GIRARD, Mario; HU, Yongbo; LEE, Janice; LI, Gang; REZAEI, Mansoureh; SINTCHAK, Michael D.; SOUCY, Francois; STROUD, Stephen G.; VOS, Tricia J.; WONG, Tzu-Tshin; XU, He; XU, Tianlin; YE, Yingchun; WO2015/108861; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 84249-14-9 ,Some common heterocyclic compound, 84249-14-9, 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.

To potassium 2-chloro-3-ethoxy-3-oxoprop-1-en-1-olate (13.0 g, 68.9 mmol)And 4-bromopyridin-2-amine (3.00 g, 17.3 mmol)Concentrated H2SO4 (2 mL) was added to a solution of ethanol (60 mL).The reaction mixture was stirred at 90 C for 18 hours.It was then concentrated under reduced pressure.The residue obtained was saturated with aq. NaHCO3, pH = 10,It was then extracted with EtOAc (200 mL x 3).The combined organic phases were washed with brine (100 mL).Dry over anhydrous sodium sulfate,Filter and concentrate under reduced pressure.The residue was purified by silica gel column chromatography (EtOAc /EtOAcThe title compound was obtained as a white solid (4.6 g, 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. 84249-14-9, 2-Amino-4-bromopyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Jiatuo Sciences Corporation; Xi Ning; Li Minxiong; Peng Ju; Li Xiaobo; Zhang Tao; Hu Haiyang; Chen Wuhong; Bai Changlin; Ke Donghua; Chen Peng; (217 pag.)CN109776522; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 84249-14-9 , The common heterocyclic compound, 84249-14-9, name is 2-Amino-4-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.

To a solution of potassium 2-chloro-3 -ethoxy-3 -oxoprop-l-en-l-olate (13.0 g, 68.9 mmol) and 4-bromopyridin-2-amine (3.00 g, 17.3 mmol) in ethanol (60 mL) was added cone. H2SO4 (2 mL). The reaction mixture was stirred at 90 C for 18 h and concentrated in vacuo. The residue was adjusted to pH = 10 with a saturated NaHCO, aqueous solution, and extracted with EtOAc (200 mL x 3). The combined organic phases were washed with brine (100 mL), dried over anhydrous Na2S04, and concentrated in vacuo. The residue was purified by a silica gel column chromatography (EtOAc/PE (v/v) = 1/4) to give the title compound as a white solid (4.6 g, 99%).MS (ESI, pos. ion) m/z: 269.1 [M+H]+;1H NMR (400 MHz, CDCb): d (ppm) 9.17 (d, J= 7.3 Hz, 1H), 8.26 (s, 1H), 7.92 (d, 7= 1.1 Hz, 1H), 7.14 (dd, J= 7.3, 1.6 Hz, 1H), 4.41 (q, J= 7.1 Hz, 2H), 1.42 (t, J= 7.1 Hz, 3H).

The synthetic route of 84249-14-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; CALITOR SCIENCES, LLC; XI, Ning; LI, Minxiong; PENG, Ju; LI, Xiaobo; ZHANG, Tao; HU, Haiyang; CHEN, Wuhong; BAI, Changlin; KE, Donghua; CHEN, Peng; (281 pag.)WO2019/99311; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 84249-14-9, 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 84249-14-9 as follows.

81A. 4-Bromo-5-chloropyridin-2-amine To a stirred solution of 4-bromopyridin-2-amine (30 g, 173 mmol) in DMF (350 mL) at -20 C. was added 1-chloropyrrolidine-2,5-dione (24 g, 182 mmol). The reaction mixture was allowed to stir at rt for 24 h. The reaction mixture was poured into a cold solution of 1M NaOH (300 mL) and the mixture was extracted with Et2O (2*400 mL). The combined extracts were washed with water (3*200 mL), brine (200 mL), dried over Na2SO4, filtered and concentrated. The crude material was recrystallized from DCM which afforded 4-bromo-5-chloropyridin-2-amine as red solid (22 g, 106 mmol, 61% yield). LC-MS Anal. Calc’d for C5H4BrClN2 205.93. found [M+H] 206.9. 1H NMR (400 MHz, CDCl3) delta 8.08 (s, 1H), 6.81 (s, 1H), 4.49 (br. s., 2H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,84249-14-9, its application will become more common.

Reference:
Patent; Bristol-Myers Squibb Company; Ellsworth, Bruce A.; Shi, Jun; Ewing, William R.; Jurica, Elizabeth A.; Hernandez, Andres S.; Wu, Ximao; US9133163; (2015); B2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 84249-14-9, 2-Amino-4-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, COA of Formula: C5H5BrN2, blongs to pyridine-derivatives compound. COA of Formula: C5H5BrN2

Dissolve 2-amino-4-bromopyridine (1.0 g, 5.8 mmol), di-tert-butyl dicarbonate (Boc2O, 1.4 g, 6.4 mmol) in t-BuOH (15 mL), heat the mixture at 50 C. overnight. Cool to room temperature, pour to water (50 mL), extract with EtOAc (15 mL*3). Combine the organic layers, dry over anhydrous Na2SO4; concentrate under reduced pressure to afford the crude product (1.24 g) which is used without further purification. MS: (M+1): 219.0.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,84249-14-9, 2-Amino-4-bromopyridine, and friends who are interested can also refer to it.

Reference:
Patent; Zhang, Deyi; Zhang, Ruihao; Zhong, Boyu; Shih, Chuan; US2015/197511; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem