Tag: M.W:100-200

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 84249-14-9, name is 2-Amino-4-bromopyridine. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C5H5BrN2

INTERMEDIATE SYNTHESIS; 7-bromo-3-iodoimidazo[ 1 ,2-a]pyridine; (1) 7-bromoimidazo[l,2-a]pyridine.; To a 100 niL round -bottomed flask was added 4-bromopyridin-2-amine (4.0 g, 23.1 mmol), chloroacetaldehyde, 50% in water (14.9 rnL, 116 mmol), and EtOH (25 mL). The resulting reaction mixture was heated at 100 0C under N2 for 3 h. The reaction was cooled to rt and the solvent was concentrated. The residue was redissolved in EtOAc. The organic layer was washed with sat. NaHCObeta (2 x 40 mL), water (2 x 40 mL), brine, dried over MgSO4, and removed solvent. The crude product was purified using SiO2 chromatography (Teledyne Isco RediSep, 12O g SiO2, DCM_MeOH=96%:4% to DCM:MeOH (2M NH3)=95%:5%, Flow = 85 niL/min). The solvent was removed in vacuo to afford the desired product as brown solid (3.8 g). MS (ESI pos. ion) m/z: 196.8. Calcd exact mass for C7H5BrN2: 195.9. 1U NMR (300 MHz, CHLOROFORM-J) delta ppm 6.90 (d, J=7.16 Hz, 1 H) 7.57 (s, 1 H) 7.62 (s, 1 H) 7.83 (s, 1 H) 8.00 (d, J=7.16 Hz, 1 H).

With the rapid development of chemical substances, we look forward to future research findings about 84249-14-9.

Reference:
Patent; AMGEN INC.; BO, Yunxin, Y.; LIU, Longbin; NISHIMURA, Nobuko; NORMAN, Mark, H.; SIEGMUND, Aaron, C.; TAMAYO, Nuria, A.; YANG, Kevin; WO2010/108074; (2010); A2;,
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. 1003-73-2, name is 3-Methylpyridine 1-oxide. A new synthetic method of this compound is introduced below., Application In Synthesis of 3-Methylpyridine 1-oxide

Into the flask, 300 g of methylene chloride and 50 g of 3-picoline-N-oxide were added and the mixture was stirred and cooled to 5C at a constant pressure.A dropping funnel was charged with a mixed solution of 240 g of 2,4,6-triisopropyl-3-benzoyl chloride and 200 g of methylene chloride and slowly added dropwise to the dichloromethane mixture of 3-picoline-N-oxide. In the dropping process, the reaction temperature is controlled at 5 to 10C.The addition was completed within about 3 hours. The reaction was incubated for 2 hours and then warmed to 40C overnight.After the end of the reaction, cool down to 5 ~ 10 C, slowly add 200g of water, after desolvation steam distillation, collecting 100 ~At 102C/760mmHg, the distillate was extracted with methylene chloride. After the aqueous layer was separated, 57.4 g of product was de-solvated.The content of 2-chloro-5-methylpyridine was 98%, 2-chloro-3-methylpyridine was 0.5%, and the yield of 2-chloro-5-methylpyridine was 96.2%.

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, 1003-73-2, 3-Methylpyridine 1-oxide.

Reference:
Patent; Nanjing Hong Sun Biochemical Co., Ltd.; Chen Honglong; Mu Dengyou; Xue Yi; Chen Xinchun; Zhong Jingsong; Wang Fujun; Yang Cheng; (5 pag.)CN107721912; (2018); A;,
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. 1824-81-3, name is 2-Amino-6-picoline. This compound has unique chemical properties. The synthetic route is as follows. category: pyridine-derivatives

General procedure: To a stirred mixture of alcohol/phenol/thiohenol/amine (1 mmol) and acetic anhydride(1.1 mmol), 0.01 mmol of MnCl24H2O was added at room temperature. The reaction mixture was stirred until alcohol/phenol/thiohenol/amine was consumed, the progress of the reaction was monitored by TLC. The reaction mixture was quenched with saturated aq. NaHCO3 and extracted with ethyl acetate (10mL 3). The organic layer was dried over anhydrous Na2SO4 and concentrated under reduced pressure. The crude was passed through a small pad of silica gel (eluent: hexane: ethyl acetate) to obtain pure acetates (acetamides were precipitated out/crystallized direct from the reaction mixture) and characterized by 1H NMR and IR spectroscopy. The data was found to be in accord with previously reported acetates. Characterization data and 1H NMR spectra can be found via the ?SupplementaryContent? section of this article?s webpage.

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, 1824-81-3, 2-Amino-6-picoline.

Reference:
Article; Jain, Isha; Sharma, Ramandeep; Malik, Payal; Synthetic Communications; vol. 49; 21; (2019); p. 2952 – 2960;,
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. 13438-65-8, name is 2-Aminonicotinamide, the common compound, a new synthetic route is introduced below. HPLC of Formula: C6H7N3O

88.1To a solution of 2-amino-nicotinamide (200 mg, 1.4 mmol) in DMF (3 ml) was added successively 1H-1,2,4-triaazole-1-acetic acid [28711-29-7] (185 mg, 1.4 mmol), diisopropylethylamine [7087-68-5] (200 mul, 1.4 mmol) and O-(7-azabenzotriazol-1-yl)-N,N,N’,N’-tetramethyluronium hexafluorophosphatehexafluorophosphate [200731-31-3] (555 mg, 1.4 mmol) at r.t.. The reaction mixture was stirred for 18 hours. The solvent was removed in vacuo, and the residue was digested with dichloromethane to yield product as an off-white solid. Filtration and drying gave 206 mg of 2-(2-[1,2,4]triazol-1-yl-acetylamino)-nicotinamide as off-white solid, which was used without further purification in the next step.

The synthetic route of 13438-65-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Conte, Aurelia; Dehmlow, Henrietta; Grether, Uwe; Kratochwil, Nicole A.; Kuehne, Holger; Narquizian, Robert; Panousis, Constantinos; Peters, Jens-Uwe; Ricklin, Fabienne; Roever, Stephan; US2007/275987; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 16110-09-1, 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. 16110-09-1, name is 2,5-Dichloropyridine, molecular formula is C5H3Cl2N, 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.

EXAMPLE 1 To a stirred suspension of 14.8 g of 2,5-dichloropyridine in 50 ml of methanol was added 30 ml of a 25% solution of sodium methoxide in methanol and the mixture was heated to reflux under nitrogen. After 24 hours, another 30 ml of the sodium methoxide solution was added and reflux was continued for a total of 68 hours. The sodium chloride which precipitated was removed by filtration and the filtrate was concentrated at atmospheric pressure to about 1/4 the original volume and partitioned between ether and water. The aqueous layer was extracted with ether and the combined ether layers were washed with saturated sodium chloride solution, dried over potassium carbonate and concentrated at atmospheric pressure to a pale brown oil. This residue was distilled to give 5-chloro-2-methoxypyridine as a colorless liquid boiling at about 82-84 C. at 20 torr. When the above procedure was repeated using 2,5-dibromomopyridine, the product obtained was 5-bromo-2-methoxypyridine boiling at about 99-101 C. at 28 torr.

According to the analysis of related databases, 16110-09-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Merrell Dow Pharmaceuticals Inc.; US4588733; (1986); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 16135-36-7, 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 16135-36-7, name is Methyl 4-aminonicotinate. This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 4 Following the procedure of Example 1, but substituting an equivalent amount of methyl 4-amino-nicotinate for methyl 2-amino-nicotinate and using methylene chloride as eluent for the column chromatography, methyl 4-(2-acetylthiomethyl-propionamido)-nicotinate is obtained; m.p. 55-57 C., from petroleum ether.

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 16135-36-7, Methyl 4-aminonicotinate.

Reference:
Patent; Simes, Societa Italiana Medicinalle Sintetici; US4528296; (1985); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 932-35-4, Adding some certain compound to certain chemical reactions, such as: 932-35-4, name is 3-Hydroxypicolinonitrile,molecular formula is C6H4N2O, 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 932-35-4.

In a round-bottom flask, mix 1.8 g (0.015 mol) of 3-hydroxypridine-2- carbonitrile, 30 ml of DMF, 9.77 g (0.30 mol) of Cs2CO3 and 2.54 g (0.018 mol) of 1-fluoro-4-nitrobenzene. Heat the reaction mass to 140 and stir at this temperature for 4 h; use the TLC method to ensure the completeness of the reaction. Distill off the solvent under redused pressure and add 40 mL of water. Filter the precipitate, wash with 15 ml of water and 15 ml of hexane. Yield: 2.86 g (79%).

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. 932-35-4, 3-Hydroxypicolinonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; JOINT STOCK COMPANY “BIOCAD”; GAVRILOV, Aleksey Sergeevich; ALESHUNIN, Pavel Aleksandrovich; GORBUNOVA, Svetlana Leonidovna; REKHARSKY, Mikhail Vladimirovich; KOZHEMYAKINA, Natalia Vladimirovna; KUKUSHKINA, Anna Aleksandrovna; KUSHAKOVA, Anna Sergeevna; MIKHAYLOV, Leonid Evgen`evich; MOLDAVSKY, Alexander; POPKOVA, Aleksandra Vladimirovna; SILONOV, Sergey Aleksandrovich; SMIRNOVA, Svetlana Sergeevna; IAKOVLEV, Pavel Andreevich; (197 pag.)WO2018/92047; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 870065-73-9, Adding some certain compound to certain chemical reactions, such as: 870065-73-9, name is 2,5,6-Trifluoronicotinonitrile,molecular formula is C6HF3N2, 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 870065-73-9.

A solution of 1.04 M KOtBu in t-BuOH (110 mL, 114 mmol) pre-mixed with THF (20 mL) was added dropwise over 15 min to a stirred 0 C. solution of 2,5,6-trifluoro-nicotinonitrile (16.0 g, 101 mmol) contaminated with an additional 4.6 g DMSO, as prepared in the preceding step, in t-BuOH (80 mL) and THF (15 mL; to prevent freezing). The resulting homogeneous reddish-amber solution was stirred for an additional 5 min at 0 C., the ice bath was then removed, and the solution stirred for an addititional 20 min at rt. The reaction was then quenched with 5 M NH4Cl (100 mL) and extracted with ether (2×100 mL). The combined organic layers were washed with water (1×100 mL), 1 M NaCl (1×150 mL), and 4 M NaCl (1×100 mL), and the clear purple organic layer was dried (Na2SO4), concentrated under reduced pressure, taken up in ether (50 mL), and filtered through a pad of diatomaceous earth. The filter cake was washed with ether (3×50 mL), and the combined filtrates were concentrated under reduced pressure at 50-60 C. to afford 20.89 g of a clear purple oil. NMR indicated an 89:11 mol ratio of the title compound and 2,6-di-tert-butoxy-5-fluoro-nicotinonitrile (18.22 g title compound; 85%). 1H-NMR (300 MHz, CDCl3) delta 7.60 (dd, 1H), 1.67 (s, 9H)

According to the analysis of related databases, 870065-73-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Kreutter, Kevin; Lu, Tianbao; Lee, Yu Kai; Teleha, Christopher; Player, Mark; Zhu, Xizhen; US2006/241148; (2006); 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. 75903-58-1, name is 6-Aminopyridine-2-sulfonamide, the common compound, a new synthetic route is introduced below. COA of Formula: C5H7N3O2S

6-(3-fluoro-5-isobutoxy-phenyl)-2-(3,5,5-trimethylcyclopenten-1-yl)pyridine-3-carboxylic acid (74 mg, 0.19 mmol) and CDI (45 mg, 0.28 mmol) were mixed in DMF (740 muL) under and atmosphere of nitrogen and the reaction mixture was heated to 45 C. for 45 minutes. In a separate vial, 6-aminopyridine-2-sulfonamide (80.62 mg, 0.4655 mmol) and NaH (18 mg, 0.46 mmol) were mixed slowly in DMF (370.0 muL) and mixture was heated to 45 C. for 45 minutes. The 6-aminopyridine-2-sulfonamide reaction mixture was added to the activated acid and the reaction mixture was heated at 50 C. for 16 h. The reaction mixture was filtered and then purified directly by reverse-phase preparative chromatography utilizing a C18 column and HPLC-MS method 10-99% mobile phase B (mobile phase A=water (de-ionized, no acid modifier), mobile phase B=acetonitrile) to afford N-[(6-amino-2-pyridyl)sulfonyl]-6-(3-fluoro-5-isobutoxy-phenyl)-2-(3,5,5-trimethylcyclopenten-1-yl)pyridine-3-carboxamide (Compound 2081) (Compound 2039) (64 mg, 62%) as an off-white solid, ESI-MS m/z calc. 552.22064. found 553.4 (M+1)+. Retention time: 2.25 minutes; 1H NMR (400 MHz, DMSO) delta 12.55 (s, 1H), 7.96 (d, J=8.2 Hz, 1H), 7.86 (d, J=8.2 Hz, 1H), 7.68-7.60 (m, 1H), 7.56 (s, 1H), 7.49 (d, J=9.6 Hz, 1H), 7.20 (d, J=7.3 Hz, 1H), 7.01-6.84 (m, 1H), 6.72 (d, J=8.4 Hz, 1H), 6.55 (s, 2H), 5.62 (d, J=1.7 Hz, 1H), 3.85 (d, J=6.6 Hz, 2H), 2.66 (ddd, J=14.3, 7.4, 1.8 Hz, 1H), 2.03 (dd, J=13.2, 6.6 Hz, 1H), 1.95 (dd, J=12.1, 7.5 Hz, 1H), 1.38-1.28 (m, 4H), 1.25 (s, 3H), 0.99 (d, J=6.7 Hz, 6H), 0.93 (d, J=6.9 Hz, 3H).

The synthetic route of 75903-58-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; Miller, Mark Thomas; Anderson, Corey; Arumugam, Vijayalaksmi; Bear, Brian Richard; Binch, Hayley Marie; Clemens, Jeremy J.; Cleveland, Thomas; Conroy, Erica; Coon, Timothy Richard; Frieman, Bryan A.; Grootenhuis, Peter Diederik Jan; Gross, Raymond Stanley; Hadida-Ruah, Sara Sabina; Haripada, Khatuya; Joshi, Pramod Virupax; Krenitsky, Paul John; Lin, Chun-Chieh; Marelius, Gulin Erdgogan; Melillo, Vito; McCartney, Jason; Nicholls, Georgia McGaughey; Pierre, Fabrice Jean Denis; Silina, Alina; Termin, Andreas P.; Uy, Johnny; Zhou, Jinglan; (590 pag.)US2016/95858; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1121-76-2, 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.1121-76-2, name is 4-Chloropyridine 1-oxide, molecular formula is C5H4ClNO, molecular weight is 129.5444, as common compound, the synthetic route is as follows.

4-Chloro-2-(hydroxymethyl)pyridine : A solution of 4-CHLOROPYRIDINE ASOXIDE (5 G, 38.6 MMOL) and TRIMETHYLOXONIUM TETRAFLUOROBORATE (5.94 G, 40.1 MMOI) in CH2CL2 (115 mL) was stirred for two hours at ambient temperature. The solvent was evaporated and the residue taken up in MeOH (115 mL) and heated to near boiling. Ammonium persulfate (1.76 G, 7.72 MMOL) dissolved in H2O (7.7 mL) was added and the mixture was heated to reflux for 30 min. A second portion of ammonium persulfate (0.88 G) in H2O (3.9 mL) was added and the mixture was refluxed for another 30 min. The solvent was evaporated and the residue was partitioned between CHZCTZ and aqueous Na2CO3 (10% w/v). The organic layer was washed with H2O, dried over MgSO4 and evaporated leaving 2.4 G (43%) of the title compound. 1H NMR (CDC13) 8 8.20 (d, 1H, J=5. 0 Hz, H-6); 7.31 (s, 1H, H-3); 7.04 (d, 1H, J=5. 0 Hz, H-5); 5.46 (s, LH, OH); 4.61 (s, 2H, CH2).

Statistics shows that 1121-76-2 is playing an increasingly important role. we look forward to future research findings about 4-Chloropyridine 1-oxide.

Reference:
Patent; TRIGEN LIMITED; WO2005/12323; (2005); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem