Month: April 2022

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 1227384-81-7, name is 2-Bromo-5-(ethylsulfonyl)pyridine. This compound has unique chemical properties. The synthetic route is as follows. Formula: C7H8BrNO2S

It can be manufactured by the method described in WO 2010/055004250 mg of 2-bromo-5- (ethanesulfonyl) pyridine,Bis (pinacolato) diboron 355 mg,[1,1′-bis (diphenylphosphino) ferrocene]Palladium (II) dichloride dichloromethaneAdduct 49 mg,A mixture of 294 mg of potassium acetate and 3 mL of dimethyl sulfoxide is stirred at 90 C. under a nitrogen atmosphere.After the reaction,The resulting mixture is filtered through Celite.The filtrate is concentrated under reduced pressure,2- (4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl) -5- (ethanesulfonyl) pyridine is obtained.

With the rapid development of chemical substances, we look forward to future research findings about 1227384-81-7.

Reference:
Patent; Sumitomo Chemical Chemicals company; Sasayama, Daisuke; Inui, Tomohiko; (102 pag.)JP2019/48845; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 578007-66-6, 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. 578007-66-6, name is 5-Bromo-3-iodo-2-methoxypyridine. A new synthetic method of this compound is introduced below.

To a solution of 5-bromo-3-iodo-2-methoxypyridine (50 g, 159 mmol) in toluene (1000 mL) was added phenylmethanethiol (17.8 g, 143 mmol), DIPEA (55.6 mL, 319 mmol), XantPhos (7.37 g, 12.74 mmol). The mixture was degassed with argon for 10 mm then Pd(dba)2 (4.58 g, 7.96 mmol) was added and the reaction mixture was stirred at 70 C for 1 h. The reaction mixture was filtered through celite,washing with EtOAc (200 mL) and the filtrate was concentrated in vacuo. The crude material was purified by normal phase column chromatography on silica eluting with 5% EtOAc in petroleum ether. The appropriate fractions were combined and concentrated in vacuo to afford the title compound (90 g) as a solid.LCMS (Method D) Rt = 2.68 mi [M+H] = 308.9.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,578007-66-6, 5-Bromo-3-iodo-2-methoxypyridine, and friends who are interested can also refer to it.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; ANDERSON, Niall Andrew; BARTON, Nicholas Paul; CAMPOS, Sebastien Andre; CANNONS, Edward Paul; COOPER, Anthony William James; DOWN, Kenneth David; DOYLE, Kevin James; HAMBLIN, Julie Nicole; HENLEY, Zoe Alicia; INGLIS, Graham George Adam; LE GALL, Armelle; PATEL, Vipulkumar Kantibhai; PEACE, Simon; SHARPE, Andrew; WHITE, Gemma Victoria; (129 pag.)WO2019/20657; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 156094-63-2, 2-(Bromomethyl)-6-methoxypyridine, 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, 156094-63-2, blongs to pyridine-derivatives compound. name: 2-(Bromomethyl)-6-methoxypyridine

1.66 g (6.31 mmol) of triphenylphosphine and 685 mg (3.39 mmol) of 2-bromomethyl-6-methoxypyridine were mixed in 10 mL of benzene and heated up to 70 C under nitrogen atmosphere. The mixture was stirred in 25 hours, then cooled to ambient temperature. Theprecipitate was filtered and washed by 10 mL of benzene to give 1.47 g (3.17 mmol, 94 % yield) as awhite powder. The crude was used in the next reaction without further purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,156094-63-2, its application will become more common.

Reference:
Article; Kurihara, Seiya; Nishimura, Yoshinobu; Arai, Tatsuo; Bulletin of the Chemical Society of Japan; vol. 88; 7; (2015); p. 963 – 965;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1241752-31-7 ,Some common heterocyclic compound, 1241752-31-7, molecular formula is C8H10BrNO2, 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.

a. Preparation of Compound A mixture of 5-bromo-2-ethoxy-3-methoxypyridine (279 mg, 1.0 mmol), 1-cyclohexenyl boronic acid pinacole ester (250 mg, 1.2 mmol), Pd(PPh3)4 (139 mg, 0.12 mmol) and K2C03 (277 mg, 2.0 mmol) in 1,4- dioxane (3.0 ml) and H20 (1.0 ml) was degassed for 30 min. This mixture was heated to 100 C and stirred for 16 h. The reaction mixture was cooled to room temperature and partitioned between NaHC03 and EtOAc (3x), and washed with NaCl (lx). The organic phase was dried over Na2S04 and was concentrated. The resulting residue was purified by ISCO flash chromatography using 10% EtOAc in hexane to give 551 mg (97%) of the desired product. NMR (300 MHz, CDC13) delta: 7.7 (s, IH), 7.04 (s, IH), 6.0 (m, IH), 4.4 (qt, 2H), 3.84 (s, 3H), 2.36 (m, 2H), 2.18 (m, 2H), 1.78 (m, 2H), 1.7 (m, 2H), 1.4 (t, 3H)

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. 1241752-31-7, 5-Bromo-2-ethoxy-3-methoxypyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; RUTGERS, THE STATE UNIVERSITY OF NEW JERSEY; LAVOIE, Edmond J.; BAUMAN, Joseph David; PARHI, Ajit; SAGONG, Hye Yeon; PATEL, Disha; ARNOLD, Eddy; DAS, Kalyan; VIJAYAN, Suyambu Kesava; WO2014/43252; (2014); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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