Category: pyridine-derivatives

Related Products of 39891-13-9, 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 39891-13-9, name is 2-(6-Chloropyridin-3-yl)acetic acid. This compound has unique chemical properties. The synthetic route is as follows.

Intermediate M-1 was synthesized through the esterification of the carboxylic acid moiety of 2-(6-chloropyridin-3-yl)acetic acid, dimethylation of the carbonyl group at the alpha-position, reduction of the ester moiety with LAH, oxidation of the resultant alcohol moiety, reductive amination with methylamine, protection with a Boc group, amination of the 2-chloropyridine moiety in the presence of a Pd catalyst, and deprotection

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 39891-13-9, 2-(6-Chloropyridin-3-yl)acetic acid.

Reference:
Patent; Teijin Pharma Limited; MIZUNO, Tsuyoshi; SHIMADA, Tomohiro; UNOKI, Gen; EBISAWA, Masaru; TAKEUCHI, Susumu; MINAMIZONO, Kunio; SASAKI, Kosuke; YOKOSAKA, Takuya; IGARASHI, Junji; MARUYAMA, Akinobu; TAKAHASHI, Hiroshi; HORIE, Kyohei; SAKAI, Yuri; (447 pag.)EP3305785; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 55717-45-8, 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. 55717-45-8, name is 6-Bromopyridin-3-ol. A new synthetic method of this compound is introduced below.

Example 14a) 5-Benzyloxy-2-bromo-pyridineJTTo a solution of 10.0 g (57.47 mmol) of 2-bromo-5-hydroxypyridine in 400 mL DMF was added 14.75 g (86.21 mmol) of benzyl bromide and 23.82 g (172.4 mmol) of potassium carbonate. The mixture was stirred for 6 h at 600C and overnight at room temperature. The suspension was filtered off and after evaporation of the solvent the residue was chromatogra- phed on silica gel using a dichloromethane/methanol gradient. Yield: 14.82 g (96.7 %).MS (ESIpos): m/z = 264, 266 [M+H]+ 1H-NMR (300MHz, CHLOROFORM-d): delta [ppm]= 5.10 (s, 2H), 7.16 (dd, 1 H), 7.32 – 7.47 (m, 6H), 8.14 (d, 1 H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,55717-45-8, its application will become more common.

Reference:
Patent; BAYER SCHERING PHARMA AKTIENGESELLSCHAFT; SCHMITT-WILLICH, Heribert; ROeHN, Ulrike; FRIEBE, Matthias; LEHMANN, Lutz; FITZNER, Ansgar; KRAUSE, Sabine; BROCKSCHNEIDER, Damian; DYRKS, Thomas; THIELE, Andreas; BOeMER, Ulf; MOeNNING, Ursula; HEINRICH, Tobias; WO2010/28776; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 71493-76-0, 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 71493-76-0, name is 2-Amino-4-methylnicotinonitrile. This compound has unique chemical properties. The synthetic route is as follows.

Step 1: Preparation of 2-amino-4-methylnicotinic acid To a 2-L round-bottom flask was placed 2-amino-4-methylpyridine-3-carbonitrile (50 g, 375.51 mmol, 1.00 equiv.) and aqueous potassium hydroxide solution (20%, 700 mL). The resulting solution was stirred at 110 C. in an oil bath overnight and cooled to room temperature. The pH value of the mixture was adjusted to 3 with aqueous HCl solution (2 N). The mixture was concentrated under vacuum. The residue was washed with 2*400 mL of ethanol. The solid was filtered out. The filtrate was concentrated under vacuum to afford 40 g (crude) of 2-amino-4-methylpyridine-3-carboxylic acid as a yellow solid which was directly used in the next step.

According to the analysis of related databases, 71493-76-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Genentech, Inc.; Terrett, Jack Alexander; Chen, Huifen; Constantineau-Forget, Lea; Larouche-Gauthier, Robin; Lepissier, Luce; Beaumier, Francis; Dery, Martin; Grand-Maitre, Chantal; Sturino, Claudio; Volgraf, Matthew; Villemure, Elisia; (138 pag.)US2019/284179; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 144100-07-2, 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. 144100-07-2, name is 2-Bromo-6-fluoropyridine. A new synthetic method of this compound is introduced below.

A mixture of 2-bromo-6-fluoropyridine (225 mg, 1 .280 mmol), (S)-1 -(tetrahydro-2H- pyran-4-yl)ethanamine (212 mg, 1 .280 mmol), DIPEA (331 g, 2.5 mmol) and DMSO (5 mL) was heated in a sealed tube at 90 °C for 18 hrs. The reaction mixture was cooled to room temperature, poured into water (30 mL) and stirred for 20 min. The mixture was extracted with EtOAc (3x 15 mL). The combined organic layers were washed with brine (100 mL) and concentrated to dryness under reduced pressure. The residue was purified by column chromatography [silica gel] providing (S)-6-bromo-N-(1 -(tetrahydro-2H-pyran-4- yl)ethyl)pyridin-2-amine (270 mg). LCMS (m/z): 285.0/286.9 [M+H]+; Rt = 0.91 min.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,144100-07-2, its application will become more common.

Reference:
Patent; NOVARTIS AG; BARSANTI, Paul, A.; HU, Cheng; JIN, Xianming; NG, Simon, C.; PFISTER, Keith, B.; SENDZIK, Martin; SUTTON, James; WO2012/101064; (2012); 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.13228-40-5, name is 2-(2-Pyridyl)indole, molecular formula is C13H10N2, molecular weight is 194.2319, as common compound, the synthetic route is as follows.Safety of 2-(2-Pyridyl)indole

General procedure: A sealed tube was charged with 4 (0.20 mmol), 2 (0.30 mmol), CeCl3·7H2O (0.02 mmol). Then 2 ml of ethanol was added to the reaction system. The reaction mixture was stirred at 120 C. The reaction was monitored by TLC until the 4 was completely consumed (about 12h). The solvent was removed under reduced pressure. The residue was purified through column chromatography using silica gel to give 5.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,13228-40-5, 2-(2-Pyridyl)indole, and friends who are interested can also refer to it.

Reference:
Article; Feng, Cheng-Tao; Zhu, Hui-Zhi; Li, Zhong; Luo, Zaigang; Wu, Song-Song; Ma, Shi-Tang; Tetrahedron Letters; vol. 57; 7; (2016); p. 800 – 803;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 13466-38-1, 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.13466-38-1, name is 5-Bromopyridin-2-ol, molecular formula is C5H4BrNO, molecular weight is 173.9954, as common compound, the synthetic route is as follows.

To a solution of 5-bromopyridin-2-ol (1 g, 5.75 mmol) in DMF (10 mL) were added 2-iodopropane (4.9 g, 28.75 mmol) and K2CO3 (4 g, 28.75 mmol). The mixture was stirred at rt overnight. The mixture was diluted with water (20 mL) extracted with EtOAc (3×25 mL), the combined organic phase was washed with brine, dried over Na2SO4, concentrated and purified by prep TLC to give 5-bromo-1-isopropylpyridin-2(1H)-one (380 mg, 31%). 1H NMR (CDCl3): 1.35 (d, 6H), 5.65-5.75 (m, 1H), 6.48 (d, 1H), 7.30 (m, 1H), 7.41 (d, 1H).

The chemical industry reduces the impact on the environment during synthesis 13466-38-1, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Vitae Pharmaceuticals, Inc.; Boehringer Ingelheim International GmbH; US2010/331320; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 90902-83-3, 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. 90902-83-3, name is 3-Amino-2-bromo-5-chloropyridine. A new synthetic method of this compound is introduced below.

tert-Butyl N- [(iS)- 1- [3 -(5,5 -dimethyl- 1,3 ,2-dioxaborinan-2-yl)phenyl]but-3 -en-iyl]carbamate (0.339 g, 0.944 mmol), 2-bromo-5-chloropyridin-3-amine (0.196 g, 0.944 mmol), and 2.0 M aq Na2CO3 (2.36 mL, 4.72 mmol) were added to dioxane (8 ml) and the resulting solution was purged with a stream of Ar for 10 mi Pd(PPh3)4 (0.055 g,0.047 mmol) was added and the mixture irradiated on microwave at 120 C for 30 mm. The reaction was quenched with water (20 ml) and extracted with EtOAc (3 x 30 ml). The combined organic layers were washed with brine (15 ml), dried (Na2SO4), filtered and concentrated. The residue was purified by normal phase chromatography using DCM and 0-10% MeOH as eluents to afford tert-butyl N-[(1S)-1-[3-(3-amino-5-chloropyridin-2-yl) phenyl]but-3-en-1-yl] carbamate (0.375g, 106%) as a tan foam. MS(ESI) m/z: 374.3(M+H). ?H NMR (500MHz, CDC13) oe 8.08 (d, J=2.2 Hz, 1H), 7.60 – 7.52 (m, 2H), 7.48 -7.43 (m, 1H), 7.34 (d, J7.7 Hz, 1H), 7.07 (d, J1.9 Hz, 1H), 5.72 (ddt, J=17.1, 10.1, 7.0Hz, 1H), 5.21 – 5.09 (m, 2H), 4.93 (br. s., 1H), 4.81 (br. s., 1H), 3.94 (br. s., 2H), 2.63 -2.51 (m, 2H), 1.43 (br. s., 9H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,90902-83-3, its application will become more common.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; CORTE, James R.; DE LUCCA, Indawati; FANG, Tianan; YANG, Wu; WANG, Yufeng; DILGER, Andrew K.; PABBISETTY, Kumar Balashanmuga; EWING, William R.; ZHU, Yeheng; WEXLER, Ruth R.; PINTO, Donald J. P.; ORWAT, Michael J.; SMITH, Leon M. II; WO2015/116886; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1211533-93-5, Adding some certain compound to certain chemical reactions, such as: 1211533-93-5, name is 5-Chloro-2-methyl-3-nitropyridine,molecular formula is C6H5ClN2O2, 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 1211533-93-5.

To a solution of 5-chloro-2-methyl-3-nitropyridine (26g, 15 1 mmol) in ethyl acetate (850mL) under nitrogen atmosphere was added SnC12.2H20 (136g, 603 mmol) at room temperature. The reaction mixture was heated to 85C for 3h. Concentration of the reaction mixture under reduced pressure afforded a pale yellow slurry which was basified with I N NaOH solution (520mL). The resulting mixture was diluted withdichloromethane (750mL) and stirred for 10 minutes. The mixture was then fi ltered through a celite pad to remove undissolved solids. The filtrate’s organic layer was separated, dried over anhydrous Na2S04 and concentrated under reduced pressure. The crude compound was purified by column chromatography on silica gel ( 100-200 mesh) using 0-35% ethyl acetate in petroleum ether to afford desired 5-chloro-2-methylpyridine- 3-amine (18 g) as a brown solid.

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. 1211533-93-5, 5-Chloro-2-methyl-3-nitropyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GLAXOSMITHKLINE LLC; BOBKO, Mark, A.; DARCY, Michael, G.; EVANS, Karen, A.; FAITG, Thomas, H.; KAURA, Arun, Chandar; PENG, Xin; SARPONG, Martha, A.; SEEFELD, Mark, A.; SU, Dai-shi; WO2012/149102; (2012); 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.70416-53-4, name is 5-Formylnicotinonitrile, molecular formula is C7H4N2O, molecular weight is 132.12, as common compound, the synthetic route is as follows.COA of Formula: C7H4N2O

INTERMEDIATE 76 PREPARATION OF 5-[(1E)-3-OXOPROP-1-EN-1-YL]PYRIDINE-3-CARBONITRILE A mixture of 5-formylpyridine-3-carbonitrile (1.82 g, 13.78 mmol) and (formylmethylene)triphenylphosphorane (4.28 g, 14.06 mmol) in DMSO (15 mL) was stirred overnight at 120 oC under a nitrogen atmosphere. After being cooled to room temperature, the reaction mixture was diluted with water (30 mL) and extracted with EtOAc (3 x 20 mL). The combined organic layers were dried over Na2SO4 and concentrated under reduced pressure. The crude product was purified by column chromatography (EtOAc-petroleum ether, 1:3) to afford the title compound (490 mg, 22%) as a white solid.1H NMR (300 MHz, CDCl3) delta 9.79 (d, J = 7.2 Hz, 1H), 8.99 (d, J = 2.1 Hz, 1H), 8.92 (d, J = 2.1 Hz, 1H) 8.14 (m, 1H), 7.52 (d, J = 15.6 Hz, 1H), 6.87-6.79 (m, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,70416-53-4, 5-Formylnicotinonitrile, and friends who are interested can also refer to it.

Reference:
Patent; DENALI THERAPEUTICS INC.; BONANOMI, Giorgio; ESTRADA, Anthony A.; FENG, Jianwen A.; FOX, Brian; LESLIE, Colin Philip; LYSSIKATOS, Joseph P.; NAPOLITANO, Carmela; POZZAN, Alfonso; SUDHAKAR, Anantha; SWEENEY, Zachary K.; TONELLI, Federica; DE VICENTE FIDALGO, Javier; (232 pag.)WO2017/96301; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1121-76-2, 4-Chloropyridine 1-oxide, 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: C5H4ClNO, blongs to pyridine-derivatives compound. COA of Formula: C5H4ClNO

Reference Example 110 4-Chloro-2-cyanopyridine 4-Chloropyridine N-oxide (7.53 g, 58.1 mmol) and N,N-dimethylcarbamoyl chloride (9.36 g, 87.0 mmol) were added to acetonitrile (200 ml), and trimethylsilyl cyanide (11.5 g, 116 mmol) was added dropwise thereto.. The mixture was stirred at room temperature for 18 hrs.. The reaction mixture was combined with ethyl acetate and water.. The organic layer was successively washed with saturated aqueous sodium hydrogen carbonate solution and saturated brine and dried over magnesium sulfate.. The solvent was evaporated, and the residue was subjected to a silica gel (200 g) column chromatography.. The fractions eluted with n-hexane-ethyl acetate (3:1, v/v) were collected, concentrated to give the titled compound (8.05 g, 99 %) as a pale yellow oil.1H-NMR (CDCl3) delta: 7.54-7.56 (1H, m), 7.72(1H, s), 8.63 (1H, d, J = 5.3 Hz). IR(KBr): 2239, 1568, 1549, 1462, 1379, 1288, 1215, 844, 704 cm-1.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1121-76-2, 4-Chloropyridine 1-oxide, and friends who are interested can also refer to it.

Reference:
Patent; Takeda Chemical Industries, Ltd.; EP1424336; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem