Day: April 8, 2022

Application of 639091-75-1, 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 639091-75-1, name is Methyl 2-(Boc-amino)isonicotinate. This compound has unique chemical properties. The synthetic route is as follows.

A slurry of methyl 2-((tert-butoxycarbonyl)amino)isonicotinate (50.4 g, 200 mmol) in DMF (500 mL) was cooled to 0C and sodium hydride (10.4 g, 60% in mineral oil, 260 mmol) was added portion wise. The mixture was allowed to warm to RT and stirred for 30 min. To the reaction iodomethane (37.2 g, 262 mmol) was slowly added. The resulting mixture was stirred at RT overnight. The reaction was quenched by addition of aqueous ammonium chloride (100 mL) and diluted with water (400 mL). The mixture was extracted with EA (250 mL x 2). The combined organic phase was washed with water (100 mL) and brine (100 mL), dried over MgSO4 and concentrated. The residue was chromatographed, eluting with 5:1 hexane:EA) to give the product as colorless oil (48.9 g, 92%).1H NMR (400 MHz, CDCl3) delta 1.54 (s, 9H), 3.42 (s, 3H), 3.94 (s, 3H), 7.52 (d, 1H), 8.27 (s, 1H), 8.48 (d, 1H).

According to the analysis of related databases, 639091-75-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; EXITHERA PHARMACEUTICALS, INC.; CHENARD, Bertrand, L.; XU, Yuelian; STASSEN, Frans, L.; HAYWARD, Neil, J.; (225 pag.)WO2018/118705; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 52378-63-9, (3-Aminopyridin-2-yl)methanol, 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 (3-Aminopyridin-2-yl)methanol, blongs to pyridine-derivatives compound. Quality Control of (3-Aminopyridin-2-yl)methanol

ii. A solution of sodium nitrite (2.38 g) in water (10 ml) was added dropwise to a mixture of 3-amino-2-hydroxymethylpyridine (4.8 g), aqueous hydrochloric acid (48%, 10 ml) and water (5 ml) stirred at 0 – 5. This solution was added to a hot solution of cuprous chloride (2.5 g) in conc. hydrochloric acid and the mixture was heated on a steam-bath for 0.5 hours, diluted with water and saturated with hydrogen sulphide. The mixture was filtered, concentrated and extracted with chloroform and the chloroform extract was evaporated to give 3-chloro-2-hydroxymethylpyridine (3.7 g) m.p. 42- 44 (from n-pentane).

The synthetic route of 52378-63-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Smith Kline & French Laboratories Limited; US4056621; (1977); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 13269-19-7 ,Some common heterocyclic compound, 13269-19-7, molecular formula is C5H5N3O2, 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 stirred suspension of 2-nitro-pyridin-3-ylamine (5.06 g, 36.40 mmol) and sodium acetate (2.99 g, 36.46 mmol) in acetic acid (40 mL), a solution of bromine (2.5 mL, 48.79 mmol) in acetic acid (8 ml) was added drop-wise and the reaction mixture was stirred overnight. The acetic acid was removed under reduced pressure. The residue was cooled toO0C, neutralized with saturated sodium bicarbonate solution to adjust the pH to ~7, and extracted with ethyl acetate (4 x 50 mL). The combined organic extracts were washed with brine, dried over anhydrous Na2SO4, and concentrated under reduced pressure. The residue was triturated with ethyl acetate to afford compound (5) (5.1 g) as a yellow solid.1H NMR (DMSO-de, 400MHz) delta: 7.66 (d, J=8.6 Hz, 1 H), 7.58 (s, 2 H), 7.49 (d, J=8.6 Hz,I H)ESMS: m/z 216.33 [M-I]”

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. 13269-19-7, 2-Nitropyridin-3-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ASTRAZENECA AB; BJOeRK, Seth; DELISSER, Vern; JOHNSTROeM, Peter; NILSSON, Nils Anders; RUDA, Katinka; SCHOU, Per Magnus; SWAHN, Britt-Marie; WO2010/24769; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 915720-71-7, Adding some certain compound to certain chemical reactions, such as: 915720-71-7, name is (S)-tert-Butyl (1-(5-bromopyridin-2-yl)ethyl)carbamate,molecular formula is C12H17BrN2O2, 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 915720-71-7.

Intermediate 67: (5)-tert-butyl (1 -(5-(4-fl uoro-3-methylphenyl)pyridin-2-yI)ethyl)carbamate In a 5 mL microwave vial a solution of (5)-tert-butyl (1-(5-bromopyridin-2-yl)ethyl)carbamate(60 mg, 0.2 mmol), (4-fluoro-3-methylphenyl)boronic acid (37 mg, 0.24 mmol), Sodiumbicarbonate (0.2 mL, 0.4 mmol, 2 M aqueous solution) in Dioxane (2 mL) was bubbled N2 for 3mm then CI2Pd(dppf)CH2CI2 (16 mg, 0.02 mmol) was added. The capped tube was heated to100C for 16 h. After cooling the reaction mixture was diluted with EtOAc (10 mL) and washedwith water (10 mL). After separation, the aqueous phase was extracted with EtOAc (3 x 10 mL). Combined organics were dried over Na2504, filtered and concentrated. The crude material was purified through silica gel column chromatography (EtOAc in Heptane 12 to 100%) to give a white solid (66 mg, 80% yield). LCMS tR = 1.43 mm; MS m/z 331.1 (M+H).

According to the analysis of related databases, 915720-71-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NOVARTIS AG; CHO, Young Shin; LEVELL, Julian Roy; LIU, Gang; SHULTZ, Michael David; VAN DER PLAS, Simon Cornelis; WO2014/141153; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 824-51-1, 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 824-51-1, name is 6-Methyl-1H-pyrrolo[2,3-b]pyridine. This compound has unique chemical properties. The synthetic route is as follows.

PREPARATION 131 1 -(2-((1 ,4-Dimethyl-1 H-pyrazol-5-yl)methyl)-4-fluorophenyl)-6-methyl-1 H- pyrrolo[2,3-b]pyridine The title compound of Preparation 58 (0.150 g, 1 .13 mmol), potassium phosphate (0.48 g, 2.27 mmol) and the title compound of Preparation 130 (0.337 g, 1 .19 mmol) were suspended in 3 ml 1 ,4-dioxane in a Schlenk vessel and the mixture was subjected to three vacuum-argon cycles. Copper(l) iodide (44 mg, 0.23 mmol) and trans-N1 ,N2-dimethylcyclohexane-1 ,2-diamine (0.072 ml, 0.46 mmol) were added and the mixture was submitted to three further vacuum-argon cycles. The reaction vessel was sealed and the mixture was stirred at 130 C for 72 h. Further copper(l) iodide (22 mg, 0.12 mmol) and trans-N1 ,N2-dimethylcyclohexane-1 ,2-diamine (0.036 ml, 0.23 mmol) were added and the kixture was stirred at 130 C for 48 h. The mixture was allowed to cool to room temperature, diluted with ethyl acetate and filtered through Celite. The filtrate was evaporated under reduced pressure and the residue was purified by reverse-phase chromatography using the Isolera Purification System to give 140 mg (0.42 mmol, 37%) of the title compound as an oil. Purity 98%. 1 H N MR (300 MHz, CHLOROFORM-d) delta ppm 7.88 (d, 1 H, J = 8.2 Hz), 7.28-7.33 (m, 2H), 7.16 (d, 1 H, J = 3.5 Hz), 7.01 -7.08 (m, 2H), 6.61 (d, 1 H, J = 3.5 Hz), 6.56 (dd, 1 H, J = 9.4, 2.9 Hz), 3.76 (br s, 2H), 3.58 (s, 3H), 2.58 (s, 3H), 1 .90 (s, 3H). UPLC/MS (3 min) retention time 1 .87 min. LRMS: m/z 335 (M+1 ).

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 824-51-1, 6-Methyl-1H-pyrrolo[2,3-b]pyridine.

Reference:
Patent; ALMIRALL, S.A.; VIDAL JUAN, Bernat; ALONSO DIEZ, Juan Antonio; BUIL ALBERO, Maria Antonia; EASTWOOD, Paul Robert; ESTEVE TRIAS, Cristina; LOZOYA TORIBIO, Maria Estrella; ROBERTS, Richard Spurring; VIDAL GISPERT, Laura; GONZALEZ RODRIGUEZ, Jacob; MIR CEPEDA, Marta; WO2013/10880; (2013); 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. 251101-36-7, name is 3-Methylisonicotinamide, the common compound, a new synthetic route is introduced below. SDS of cas: 251101-36-7

Phosphorus oxychloride (2 mL) was slowly added to a stirred 3-Methylisonicotinamide (25, 300 mg, 2.2 mmol). The resulting solutionwas heated to reflux for 24 h, then reaction mixture was cooled to roomtemperature, and the excess phosphorus oxychloride was removedunder reduced pressure. Crushed ice was slowly added to the oily residue,and the solution was neutralized with saturated aqueous sodiumcarbonate solution. The crude product was extracted with EtOAc(3×25 mL), and combined organic extracts were washed with brine,dried over anhydrous sodium sulfate, filtered, and concentrated underreduced pressure. Resulting residue was purified by flash columnchromatography on silica gel (EtOAc/Petroleum ether 1:4) to yield thewhite solid (65%). 1H NMR (400 MHz, CDCl3) delta 8.67 (s, 1H), 8.59 (d,J=5.0 Hz, 1H), 7.46 (d, J=5.0 Hz, 1H), 2.54 (s, 3H).

The synthetic route of 251101-36-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Qin, Li-Huai; Wang, Zhi-Long; Xie, Xin; Long, Ya-Qiu; Bioorganic and Medicinal Chemistry; vol. 26; 12; (2018); p. 3559 – 3572;,
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. 19346-44-2, name is 2-Fluoro-3-nitro-5-methylpyridine, the common compound, a new synthetic route is introduced below. Application In Synthesis of 2-Fluoro-3-nitro-5-methylpyridine

3-Amino-2-fluoro-5-methylpyridine was prepared analogously from 2-fluoro-5-methyl-3-nitropyridine. This compound was obtained in 89 percent yield as white solid melting at 27-28.5 C. Elemental Analysis C6 H7 FN2 Calc.: %C, 57.1; %H, 5.59; %N, 22.2 Found: %C, 56.9; %H, 5.65; %N, 22.6 1 H NMR CDCl3: 7.2 (d, 1H); 6.8 (d, 1H); 3.7 (br, 2H); 2.1 (s, 3H); 13 C NMR CDCl3: 151.8 (d, J=229); 134.5 d, J=12.6); 132.2 (d, J=3.9); 129.9 (d, J=28.7); 125.8 (d, J=5.3), 17.8.

The synthetic route of 19346-44-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DowElanco; US5571775; (1996); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 878197-68-3, Adding some certain compound to certain chemical reactions, such as: 878197-68-3, name is 5-Bromoimidazo[1,2-a]pyridine-2-carbaldehyde,molecular formula is C8H5BrN2O, 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 878197-68-3.

To a solution of X4-019-5a (1.7 g, 16.7 mmol) and THF (10 ml) was added nBuLi (5.6 ml, 14.1 mmol, 2.5 M in hexanes) dropwise at -20 C. After stirred at -20 C for 20 mm, the mixture was added slurry of X4-019-5 (1.5 g, 6.7 mmol) in THF (30 ml) dropwise at -20C and stirred at -10 C for 7 hours. After quenched with sat NH4C1 aq. (pH = 8), the mixture was extracted with DCM/i-PrOH (10/1). The organic layer was washed with sat NaHCO3 aq., dried over Na2504, filtered and concentrated in vacuum. The residue was purified by column chromatography to give product X4-019-6 (785 mg, 48%) as yellow oil. LC-MS (Agilent LCMS 1200-6120, Column: Waters X-Bridge C18 (50mm *4.6 mm*3.5 jim); Column Temperature: 40C; Flow Rate: 2.0 mL/min; Mobile Phase: from 95% [water + 10 mM NH4HCO3] and 5% [CH3CN] to 0% [water + 10 mM NH4HCO3] and 100% [CH3CN] in 1.6 mm, then under this condition for 1.4 mm, finally changed to 95% [water + 10 mM NH4HCO3] and 5% [CH3CN] in 0.1 mm and under this condition for 0.7 mm). Purity: 94.5%, Rt = 1.31 mm; MS Calcd.: 224.13; MS Found: 245.1 [M+H]t

According to the analysis of related databases, 878197-68-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; X4 PHARMACEUTICALS, INC.; BOURQUE, Elyse Marie Josee; SKERLJ, Renato; (239 pag.)WO2017/223239; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 4966-90-9, 4-Hydroxy-6-methyl-3-nitropyridin-2(1H)-one, 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, 4966-90-9, blongs to pyridine-derivatives compound. Product Details of 4966-90-9

(1)2,4-dichloro-6-methyl-3-nitropyridine 6-methyl-3-nitropyridin-2,4-diol (1.7 g, 10 mmol) was dissolved in 10 mL POCl3, heated to 95 C., and stirred for 1.5 h. The excess POCl3 was removed through centrifugation. 100 mL ice water was carefully added. The reaction solution was extracted with ethyl acetate (80 mL*3). The organic phase was combined, washed with saturated brine, dried with anhydrous Na2SO4, and spinned to dryness to afford 1.773 g yellow powder with a yield of 85.7%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4966-90-9, its application will become more common.

Reference:
Patent; Xuanzhu Pharma Co., Ltd.; US2012/289497; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 914358-72-8, 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. 914358-72-8, name is 5-Bromo-3-chloro-2-methylpyridine, molecular formula is C6H5BrClN, 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.

Intermediate 443-Chloro-2-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine; A suspension of 4,4,4′,4′,5,5,5′,5′-octamethyl-2,2′-bi(1,3,2-dioxaborolane) (0.836 g, 3.29 mmol), 5-bromo-3-chloro-2-methylpyridine (Intermediate 43, 0.34 g, 1.65 mmol), and potassium acetate (0.485 g, 4.94 mmol) in dioxane (5 mL) was degassed with a stream of N2 (g) for a couple of min. PdCl2(dppf) CH2Cl2 (0.067 g, 0.08 mmol) was added and the mixture was heated at reflux under N2 (g) for 1.5 h. The mixture was allowed to cool to r.t. and was then filtered. The filter cake was washed with EtOAc. The filtrate was concentrated in vacuo. The residue was purified by flash chromatography (40 g SiO2, gradient elution with 0-80% EtOAc in heptane to yield the title compound (0.44 g, quantitative yield): 1H NMR (500 MHz, CDCl3) delta ppm 1.35 (s, 12H), 2.65 (s, 3H), 7.95-8.03 (m, 1H), 8.69 (d, 1H); MS (ES+) m/z 172 [M+H]+(mass corresponding to the boronic acid).

According to the analysis of related databases, 914358-72-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASTRAZENECA AB; US2012/165347; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem