Tag: M.W:100-200

Adding a certain compound to certain chemical reactions, such as: 20970-75-6, 2-Cyano-3-methylpyridine, 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, 20970-75-6, blongs to pyridine-derivatives compound. Recommanded Product: 2-Cyano-3-methylpyridine

Example 8rac-N-(((2S,3R)-3 -Methyl-i -(2-methyl-S -phenylthiazole-4-carbonyl)piperidin-2- ylmethyliuinoline-8-carboxamide3 -MethylpicolinamideLN_I,NH20A mixture of 3-methylpicolinonitrile (2.36 g, 20 mmol) and conc. sulfuric acid (12.5mL) was stirred at 80C for 25 mm. The solution was cooled to r.t., poured into water (80mL), followed by addition of sat. Na2CO3 (aq.) until pH 7. The resulting mixture was extracted with DCM (3x) and the combined organic layer was dried over Mg504 and concentrated in vacuo to provide 3-methylpicolinamide as a white solid (2.65 g, 97%). ?H74NMR (CDC13, 400 MHz) oe 8.43 (dd, 1H), 7.93 (brs, 1H), 7.62 (dd, 1H), 7.35 (dd, 1H), 5.44 (brs, 1H), 2.76 (s, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,20970-75-6, its application will become more common.

Reference:
Patent; EOLAS THERAPEUTICS, INC.; KAMENECKA, Theodore; JIANG, Rong; SONG, Xinyi; WO2013/119639; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 19346-43-1 ,Some common heterocyclic compound, 19346-43-1, molecular formula is C6H5FN2O2, 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.

2.52 g (0.015 mol) of 2-hydrazine-4-methyl-3-nitropyridine was added to 40 cm3 of n-propanol, 5 cm3 of water, 1 g of sodium bicarbonate and 2.34 g (0.015 mol of 2-fluoro-4-methyl-3-nitro-pyridine. The mixture was heated for 30 min under reflux on a water bath. The mixture changed its color to purple. Then it was evaporated to dryness under reduced pressure and the dry residue was added to 150 cm3 of water, acidified with dilute hydrochloric acid and allowed to stand at room temperature for 12 h. Then the reaction product was filtered and recrystallized with activated carbon. An insoluble product in a form of red-brown needle-shaped crystals was filtered off, dried and re-crystallized twice from ethanol. It was sparingly soluble in water and organic solvents, soluble in glacial acetic acid. The melting point of MNHP was determined giving the value 255 C. More details (e.g. the yield and the chemical analysis) of the synthesis can be found in our publications [16,19].

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. 19346-43-1, 2-Fluoro-3-nitro-4-picoline, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Kucharska; Bryndal; Hanuza; Lis; Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy; vol. 127; (2014); p. 303 – 309;,
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. 39903-01-0, name is 2-Amino-5-bromo-3-pyridinol. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of 2-Amino-5-bromo-3-pyridinol

To a mixture of 2-amino-5-bromopyridin-3-ol (5.00 g, 23.5 mmol, CAS 39903-01- 0) in DME (50.0 mL) was added NaOH (3.00 g, 75.0 mmol) in H20 (30.0 mL) dropwise at 10 ~ 20 C. The reaction mixture was degassed under vacuum and chloro(difluoro)m ethane (15.0 psi) was passed through the reaction mixture at 10 ~ 20 C and the mixture was stirred for 16 h. The reaction mixture poured into H20 (100 mL), then extracted with ethyl acetate (50.0 mL x 4). The combined organic layers were washed with brine (100 mL), dried over Na2S04, and concentrated under reduce pressure to get a residue. The residue was purified by column chromatography (Si02, petroleum ether/ethyl acetate = 1/0 to 0/1) to give 5- bromo-3-(difluoromethoxy)pyridin-2-amine (1.70 g, 6.20 mmol, 26% yield) as a yellow solid. LC-MS (ESI+) m/z: 238.7 (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, 39903-01-0, 2-Amino-5-bromo-3-pyridinol.

Reference:
Patent; RELAY THERAPEUTICS, INC.; D.E. SHAW RESEARCH, LLC; TAYLOR, Alexander, M.; LESCARBEAU, Andre; KELLEY, Elizabeth, H.; SHORTSLEEVES, Kelley, C.; WALTERS, W., Patrick; MURCKO, Mark, Andrew; MCLEAN, Thomas, H.; GUNAYDIN, Hakan; GIORDANETTO, Fabrizio; THERRIEN, Eric; (607 pag.)WO2019/183367; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 72587-18-9, 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. 72587-18-9, name is 2-Chloro-5-(trifluoromethyl)pyridin-3-amine. A new synthetic method of this compound is introduced below.

1-Trimethylsilyl-2-(2-ethylthio-4-trifluoromethylphenyl)ethyne (794 mg), 3-amino-2-chloro-5-trifluoromethylpyridine (650 mg, 1.1 Eq), triethylamine (1 mL), diphenylphosphino ferrocene dichloropalladium (141 mg), copper iodide (33 mg), DMF (5 mL) and a 1 M THF (tetrahydrofuran) solution (4 mL) of tetrabutylammonium fluoride were mixed, and the mixture was heated at reflux under argon for 4 hours. The reaction mixture was concentrated and the resulting residue was subjected to column chromatography to give the desired compound, i.e., 2-(2-ethylthio-4-trifluoromethylphenyl)ethynyl-5-trifluoromethylpyridin-3-amine (0.54 g). The obtained compound was dissolved in DMF (3 mL), potassium t-butoxide (672 mg, 3 Eq) was added to the solution, and the mixture was heated at 100 C. with stirring for 3 hours. After the reaction mixture was allowed to cool down to room temperature, silica gel was added and the mixture was concentrated. The residue was subjected to column chromatography to give 2-(2-ethylthio-4-trifluoromethylphenyl)-6-trifluoromethyl-1H-pyrrolo[3,2-b]pyridine.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,72587-18-9, 2-Chloro-5-(trifluoromethyl)pyridin-3-amine, and friends who are interested can also refer to it.

Reference:
Patent; Nihon Nohyaku Co., Ltd.; Yonemura, Ikki; Sano, Yusuke; Suwa, Akiyuki; Fujie, Shunpei; US2018/352811; (2018); 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. 936841-69-9, name is 4-(Trifluoromethyl)picolinonitrile, the common compound, a new synthetic route is introduced below. Quality Control of 4-(Trifluoromethyl)picolinonitrile

To a solution of 4-(trifluoromethyl)pyridine-2-carbonitrile (0.516 g, 3.00 mmol) in methanol (4.5 ml) was added sodium methoxide (30 wt% in MeOH) (0.027 g, 0.150 mmol, 0.028 ml). The mixture was stirred at room temperature for 3 h. The solution was transferred into a reaction vial, methylamine (33 wt% inEtOH) (1.512 g, 16.07 mmol, 2.0 ml) was added, the vial was closed and the mixture was heated at60C overnight. Hydrochloric acid (4M in dioxane) (3.00 mmol, 0.750 ml) was added and heating was continued at 90C for 2 h. The reaction mixture was concentrated. In a reaction vial, the residue was redissolved in methylamine (33 wt% in EtOH) (7.56 g, 80 mmol, 10.00 ml), hydrochloric acid (4M in dioxane) (3.00 mmol, 0.750 ml) was added, the vial was capped and the mixture was heated at 90Covernight. The reaction mixture was concentrated and the residue partitioned between diethyl ether and sat. Na2CO3 (aq). After washing and separation of the phases, the aqueous layer was extracted with ether two more times. The combined organic layers were dried over sodium sulfate and concentrated. The residue was purified over silica by flash column chromatography (0-100% B in A; A: CH2CI2 B: CH2CI2/MeOH/Et3N, 9/1/0.1). The fractions containing product were combined andconcentrated. The residue was dissolved in methanol and hydrochloric acid in dioxane (4M, 2 ml) was added. The mixture was concentrated, coevaporated with methanol and twice with diethyl ether to afford the title compound (484 mg) as a solid. LCMS (method 1): 218 (M+H), retention time 1.47 mm. 1H-NMR (DMSO-d6, ppm) 2.86 (3H), 3.06 (3H), 8.15 (1H), 8.29 (1H), 9.09 (1H), 9.87 (1H), 10.23 (1H).

The synthetic route of 936841-69-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; MUEHLEBACH, Michel; TITULAER, Ruud; EMERY, Daniel; EDMUNDS, Andrew; STOLLER, Andre; JUNG, Pierre Joseph Marcel; BUCHHOLZ, Anke; RENOLD, Peter; (98 pag.)WO2015/144826; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1221171-70-5 ,Some common heterocyclic compound, 1221171-70-5, molecular formula is C6H3ClF3NO, 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 LDA (2 M, 2.5 mL) in THF ( 27.0 mL) was added dropwise a solution of 2-chloro-6-(trifluoromethoxy)pyridine (900 mg, 4.6 mmol) in THF (9.0 mL) at -78C under N2. The mixture was stirred at -78C for 2 h. A solution of I2 (1.3 g, 5.0 mmol, 1.0 mL) in THF (9.0 mL) was added at -78C. Then the mixture was slowly warmed to 25C and stirred for 12 h. The reaction was quenched with saturated H4C1 (15.0 mL) and extracted with ethyl acetate (15.0 mL chi 3). The combined organic phase was washed with brine (15 mL chi 3), dried over anhydrous Na2S04, filtered and concentrated to give a residue. The residue was purified by prep-TLC (Si02) to give 6-chloro-3-iodo-2-(trifluoromethoxy)pyridine (1.2 g, 3.0 mmol, 65.2% yield). 1H MR (400MHz, CHLOROFORM-i ) delta 8.10 (d, J= 8.1 Hz, 1H), 7.03 (d, J= 8.1 Hz, 1H).

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. 1221171-70-5, 2-Chloro-6-(trifluoromethoxy)pyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; QUENTIS THERAPEUTICS, INC.; VACCA, Joseph P.; LI, Dansu; BETTIGOLE, Sarah; (184 pag.)WO2018/222918; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1079179-12-6, 2-Chloro-3-fluoro-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, COA of Formula: C5H2ClFN2O2, blongs to pyridine-derivatives compound. COA of Formula: C5H2ClFN2O2

General procedure: To a solution of Compound 4 (2 g, 8.58 mmol, 1 eq) in CH3CN (30 mL) was added CS2CO3 (5.59 g, 17.15 mmol, 2 eq) in one portion at 20 C. After stirring at 20 C for 30 min, 2,3- dichloro-5-nitro-pyridine (1.82 g, 9.43 mmol, 1.1 eq) was added. The mixture was stirred at 20 C for 36 h. The reaction mixture was filtered and the filter cake was washed with 100 mL of EtOAc. The filter cake diluted with water (100 mL) and extracted with DCM (3 x 150 mL). The combined DCM extracts were washed with aq saturated NaCl (10 mL), filtered, and concentrated under reduced pressure to give crude Compound 6 as a yellow solid (1.8 g, 53.85% yield). 1H NMR (400 MHz, DMSO-d6) d 9.03 (d, 1H), 8.99 – 8.95 (m, 2H), 8.26 (s, 1H), 7.64 (s, 1H), 7.42 (d, 1H), 3.99 (s, 3H), 3.82 (s, 3H); MS (El) for C17H12CIN3O6, found 389.9 (MH+).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1079179-12-6, 2-Chloro-3-fluoro-5-nitropyridine, and friends who are interested can also refer to it.

Reference:
Patent; EXELIXIS, INC.; BANNEN, Lynne Canne; BUI, Minna; JIANG, Faming; WANG, Yong; XU, Wei; (235 pag.)WO2019/148043; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 53554-20-4, 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. 53554-20-4, name is 6-Amino-2-chloronicotinonitrile. A new synthetic method of this compound is introduced below.

38 (500mg, 3.25mmol), phenylboronic acid (595mg, 4.88mmol), K3PO4 (1.73g, 8.14mmol) and Pd(PPh3)4 (0.16mmol) were added to a microwave vial together with toluene/ EtOH (10:1, 11mL). The vial was flushed with N2, sealed and heated under microwave irradiation for 1h at 100C. The reaction mixture was cooled to rt, 1M NaOH (30mL) was added, and the mixture was extracted with EtOAc (2×30mL). The combined organic phase was dried over Mg2SO4 and evaporated under vacuum. Purification by DCVC (heptane/EtOAc 100:0 to 60:40) afforded the product as yellow solid (416mg, 65%). mp 204.1-204.9C. 1H NMR (CDCl3) delta 7.89-7.83 (m, 2H), 7.75 (d, J=8.8Hz, 1H), 7.54-7.47 (m, 3H), 6.50 (d, J=8.8Hz, 1H). 13C NMR (DMSO-d6) delta 161.0, 141.6, 138.0, 129.5, 128.4, 128.2, 119.7, 106.6, 92.2.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,53554-20-4, 6-Amino-2-chloronicotinonitrile, and friends who are interested can also refer to it.

Reference:
Article; Petersen, Jette G.; S°rensen, Troels; Damgaard, Maria; Nielsen, Birgitte; Jensen, Anders A.; Balle, Thomas; Bergmann, Rikke; Fr°lund, Bente; European Journal of Medicinal Chemistry; vol. 84; (2014); p. 404 – 416;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 709652-82-4, 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. 709652-82-4, name is 2-Amino-5-bromonicotinonitrile, molecular formula is C6H4BrN3, 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.

Int-136 (0.058 mmols, 0.040 g) and 2-amino-5-bromonicotinonitrile (0.098 mmols, 0.020 g) were added to a 5mL microwave vessel equipped with a magnetic stir bar. Dioxane (2 mL) and saturated NaHC03(aq) (1 mL) were then added and the reaction vessel was flushed with nitrogen gas. PdC12(dppf) (0.023 mmols, 0.017 g) was added, the reaction vessel was sealed and placed in a microwave reactor and heated to 110 oC for 10 minutes. The reaction solution was then poured into water, extracted with ethyl acetate, and washed once with saturated aqueous sodium chloride. The organic layer was collected and subsequently dried with anhydrous Na2SO4 and filtered. This filtrate was collected, concentrated, and dried in-vacuo. This crude material was then purified by preparative LC/MS: (Water/Acetonitrile; 55-80%). The resultant fractions were collected and the solvent was removed in-vacuo affording tert-butyl (2R)-1-(4-(6-amino-5- cyanopyridin-3 -yl)phenyl)-4-(3 -(7-fluoro- 1 -(3 -methoxypropyl)-3 -methyl- 1 H-indol-2- yl)piperidin-1-yl)-4-oxobutan-2-ylcarbamate (Int-137) as a clear oil (0.040 mmols, 0.027 g, 69% yield). ESI-MS: m/z 683.4 (M+H)+.

According to the analysis of related databases, 709652-82-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; BROWN, Jason, W.; KEUNG, Walter; LI, Zhe; TYHONAS, John; WO2010/111634; (2010); A2;,
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. 2546-56-7, name is 4-Chloro-3-fluoropyridine, the common compound, a new synthetic route is introduced below. HPLC of Formula: C5H3ClFN

To a solution of 4-chloro-3-fluoropyridine (10 mmol) in anhy THF and MeOH (15ml: 15ml) was added sodium methoxide (25% in MeOH, 10.5 mmol) dropwise. The mixture was refluxed overnight until the reaction completed (monitored by TLC). The mixture was poured into 100ml water and extracted with DCM (100ml x 3). The organic extract was dried over Na2SO4 and concentrated. The residue was purified by chromatography (eluent: ethyl acetate), to give a colorless liquid (55%).

The synthetic route of 2546-56-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BTG INTERNATIONAL LIMITED; WO2009/103950; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem