Pyridine-derivatives

Application of 65515-28-8, 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 65515-28-8, name is Methyl 2,6-dichloronicotinate. This compound has unique chemical properties. The synthetic route is as follows.

A 2.5 M hexane solution of BuLi (32.6 mL, 82 mmol) was added dropwise to a solution of diisopropylamine (12.11 mL, 85 mmol) in THF (100 mL) at -78 0C. The mixture was stirred at 0 0C for 15 min and cooled to -78 0C. Acetonitrile (4.26 mL, 82 mmol) was added dropwise. The solution gradually turned to milky white. After 1 h at -78 0C, methyl 2,6-dichloronicotinate (7.00 g, 34.0 mmol) in THF (25 mL) was added dropwise. The flask was rinsed with THF (5 mL) and added. After 1 h at -78 0C, the mixture was quenched with brine (100 mL), acidified to pH~l and extracted with EtOAc (3×100 mL). The combined extracts were washed with brine (50 mL), dried (MgSO4) and concentrated. Silica gel chromatography, eluting with 0- 5% methanol in CH2Cl2, gave the desired product as yellow solid (4.6374 g, 64% yield). MS (ES+) m/z: 215 (M+H); LC retention time: 2.45 min (analytical HPLC Method A).

According to the analysis of related databases, 65515-28-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2009/100171; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 97483-77-7, 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. 97483-77-7, name is 5-Bromopicolinonitrile, molecular formula is C6H3BrN2, 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.

To a stirred solution of 5-bromo-2-cyanopyridine (30.0 g, 0.165 mol) and Ti(O-iPr)4 (51.5 g, 0.181 mol) in 900 mL THF was added EtMgBr (330 mL, 0.045 mmol) under nitrogen at 0 C. The reaction mixture was allowed to stir at room temperature for 5 hours. The reaction was quenched by water and extracted by EtOAc, filtrated and the organic layers were dried over Na2SO4, filtrated and concentrated in vacuo. The resulting residue was purified using flash column chromatography on silica gel eluted with petroleum ether_EtAOc=30:1 to provide product (7.2 g, 21%). MS-ESI (m/z): 213, 215 (M+H)+

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 97483-77-7, 5-Bromopicolinonitrile.

Reference:
Patent; MERCK SHARP & DOHME CORP.; Coburn, Craig A.; Maletic, Milana; Soll, Richard; Li, Chunsing; Luo, Yunfu; Qi, Zhiqi; US2015/197531; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 40473-01-6, 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 40473-01-6, name is 2-Bromo-5-chloropyridine. This compound has unique chemical properties. The synthetic route is as follows.

I. methyl 5-chloro-2-pyridinecarboxylate To a solution of 2-bromo-5-chloropyridine (30.0 g, 155.9 mmol) in MeOH (280 mL) was added Pd(OAc)2 (3.5 g, 10.8 mmol), dppf (17.3 g, 37.96 mmol), Et3N (42.0 mL, 312 mmol). The resulting mixture was stirred at 50C under a CO atmosphere (15 psi) for 24 h, then concentrated under reduced pressure to give crude residue. This residue was partitioned between EtOAc (3 X 500 mL) and water (300 mL). The combined organic layers were dried (Na2SC>4) and evaporated. Flash chromatography of the residue over silica gel, by using 10: 1 petroleum ether/EtOAc, afforded the title compound as a pale yellow solid (25 g, 93% yield): 1H NMR (400 MHz, CDC13) delta ppm 8.60 (d, J = 1.60 Hz, 1H), 8.01 (d, J= 8.40 Etazeta,IotaEta), 7.75 (dd, J = 8.40, 2.40 Hz, 1H), 3.92 (s, 3H).

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 40473-01-6, 2-Bromo-5-chloropyridine.

Reference:
Patent; GLAXOSMITHKLINE LLC; QIN, Donghui; CHRISTENSEN, IV, Siegfried Benjamin; WU, Chengde; ZHANG, Zhiliu; YU, Haiyu; YUAN, Jiangxing; LIN, Xiaojuan; XU, Shanli; LV, Maoyun; YAO, Chen; LI, Lei; HUANG, Xing; GAO, Min; WO2013/166621; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 127978-70-5 ,Some common heterocyclic compound, 127978-70-5, molecular formula is C7H9NO2, 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.

3-(2-fluoroethoxy)-2-[[4-[1-(3-fluoropropyl)-4-(4-pyridinyl)-1H-pyrazol-3-yl]phenoxy]methyl]pyridine.succinate (B-13) Following the procedure for the preparation of compound B-5, but substituting (5-methoxypyridin-2-yl)methanol for [3-(2-fluoroethoxy)-pyridin-2-yl]-methanol and 1-10 for intermediate compound 1-8, provided final compound B-13 that was converted into the corresponding succinic acid salt, in a similar way as it is described above for final compound B-3, which was crystallized from diethyl ether/diiisopropyl ether yielding the succinic acid salt of final compound B-13 (39.2%) as a white 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. 127978-70-5, (5-Methoxypyridine-2-yl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Andres-Gil, Jose Ignacio; De Angelis, Meri; Bormans, Guy Maurits R.; Celen, Sofie Jeanne Leopoldine; US2012/213703; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 58584-92-2, 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. 58584-92-2, name is 2-Amino-6-chloronicotinic acid, molecular formula is C6H5ClN2O2, 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.

To a solution of (S)-2-((tert-butoxycarbonyl)ammo)-3-(3,5- difluorophenyl)propanoic acid (1.746 g, 5.79 mmol) in DCM (77 mL) was added N- methy lmorpholine (1.59 mL, 14.49 mmol) followed by isobutyl chloroformate (1.52 mL, (0554) 11.6 mmol). The reaction was then cooled to -20 °C (IPA/dry ice) and 2-amino-6- chloronicotimc acid (1.00 g, 5.79 mmol) was added. The reaction slurry was allowed to slowly warm to ambient temperature overnight as bath thawed for 18 h. The reaction was heated to reflux for 2 h. Upon cooling to ambient temperature, the mixture was filtered. The filtrate was diluted with EtOAc. The organic layer was washed with saturated sodium bicarbonate, brine, dried (Na2S04) and concentrated in vacuo. The crude product was triturated with hexane and filtered to give the title product which contained some of the undesired enantiomer as a yellow solid (1.34 g, used as is). NMR (500 MHz. CDCh) delta 8.51 – 8.44 (m, 1H), 7.60 – 7.54 (m, 1H), 6.73 – 6.68 (m, 3H), 5.50 – 5.43 (m, 1H), 5.03 (br d, J=5.5 Hz, 1H), 3.42 – 3.35 (m, 1H), 3.20 – 3.12 (m, 1H), 1.48 – 1.43 (m, 9H).

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 58584-92-2, 2-Amino-6-chloronicotinic acid.

Reference:
Patent; VIIV HEALTHCARE UK (NO.5) LIMITED; BABU, Suresh; BELEMA, Makonen; BENDER, John A; IWUAGWU, Christiana; KADOW, John F.; KUMARAVEL, Selvakumar; NAGALAKSHMI, Pulicharla; NAIDU, B. Narasimhulu; PATEL, Manoj; PEESE, Kevin M; RAJAMANI, Ramkumar; SAULNIER, Mark; WANG, Alan Xiangdong; (536 pag.)WO2018/203235; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 101990-73-2 ,Some common heterocyclic compound, 101990-73-2, molecular formula is C6H5Cl2N, 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.

Chlorotrimethylsilane (2.7 muL, 0.021 mmol) and 1,2-dibromoethane (3.2 muL, 0.043 mmol) were added to a suspension of zinc (84 mg, 1.28 mmol) in THF (1.5 mL) and the mixture was stirred at 65 C. for 20 min. The mixture was cooled to 0 C., treated dropwise with a solution of 2-chloro-4-(chloromethyl)pyridine (139 mg, 0.856 mmol) in THF (0.5 mL) and stirred for 20 min. A solution of 4-bromo-5-fluoro-2,3-dimethyl-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-indole-7-carbonitrile [Example 181A] (170 mg, 0.428 mmol) and 1,1′-bis(di-tert-butylphosphino)ferrocene palladium(II) chloride (27.9 mg, 0.043 mmol) was added and the mixture was slowly warmed to room temperature and stirred for 1 h. The mixture was heated at 60 C. overnight, then was cooled to room temperature and filtered through a pad of CELITE. The filtrate was diluted with DCM, washed sequentially with saturated aqueous NaHCO3 and water, and dried and concentrated. The residue was subjected to column chromatography on silica gel, eluting with EtOAc-hexanes (gradient from 0-50%), to provide 4-((2-chloropyridin-4-yl)methyl)-5-fluoro-2,3-dimethyl-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-indole-7-carbonitrile as a yellow glassy solid (168.5 mg, 75% yield). Mass spectrum m/z 444, 446 (M+H)+.

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. 101990-73-2, 2-Chloro-4-(chloromethyl)pyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; Liu, Qingjie; Watterson, Scott Hunter; Batt, Douglas G.; Ahmad, Saleem; Beaudoin Bertrand, Myra; Gong, Hua; Guo, Weiwei; Macor, John E.; Ngu, Khehyong; Tebben, Andrew J.; Tino, Joseph A.; (177 pag.)US2016/115126; (2016); 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. 65-22-5, name is 3-Hydroxy-5-(hydroxymethyl)-2-methylisonicotinaldehyde hydrochloride, the common compound, a new synthetic route is introduced below. Computed Properties of C8H10ClNO3

General procedure: To a solution of pyridoxal hydrochloride 5 (2.0 mmol, 0.40 g) in water (1 mL) was added the corresponding chromone 6 (2.0 mmol) in methanol (2-10 mL) and NaOH (5.2 mmol, 0.21 g). The reaction mixture was stirred at 50 C for 4-6 h, cooled to ?20 C and allowed to stand at room temperature for 18-36 h (for 6d: ?20 C, 4 h). The resulting mixture was diluted with water (10 mL) and neutralized with HCl to pH 7. The solid that formed was filtered, washed with water, dried, and recrystallized from methanol to give product 7 as an orange powder.

The synthetic route of 65-22-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Sosnovskikh, Vyacheslav Ya; Korotaev, Vladislav Yu.; Barkov, Alexey Yu.; Sokovnina, Anna A.; Kodess, Mikhail I.; Journal of Fluorine Chemistry; vol. 141; (2012); p. 58 – 63;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1180132-17-5, Adding some certain compound to certain chemical reactions, such as: 1180132-17-5, name is 5-((4-Ethylpiperazin-1-yl)methyl)pyridin-2-amine,molecular formula is C12H20N4, 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 1180132-17-5.

Add to the reaction flask7- (2-Chloro-5-fluoropyrimidin-4-yl)Fluoro-2,2-dimethyl- dihydro-lH-benzo [d]Pyrrolo [1,2-a]Imidazole (100 mg, 0.3 mmol, prepared as in Example 4)5 – ((4-ethylpiperazin-1-yl)Methyl) pyridin-2-amine (66 mg, 0.3 mmol)Cesium carbonate (195 mg, 0.6 mmol), Pd2 (dba) 3 (27 mg, 0.03 mmol), XantPhos (35 mg, 0.06 mmol) and 1,4-dioxane (2 mL).The mixture was microwave reacted at 150 C for 45 minutes.Cooled to room temperature, water (10 mL) and ethyl acetate (20 mL x 3) were added to the solution.The organic phases were combined, washed with saturated sodium chloride solution (10 mL), dried over anhydrous sodium sulfate,Filtered, concentrated under reduced pressure. The residue was purified by column chromatography (DCM / MeOH = 10: 1)The resulting residue was purified to give the title compound (20 mg, yellow solid) in 14% yield.

According to the analysis of related databases, 1180132-17-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Gan & Lee Pharmaceuticals; Liu, Wenjian; Yin, Lei; Li, Heng; (94 pag.)CN106608879; (2017); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 17368-12-6, 2-Chloro-4-hydroxypyridine, 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, name: 2-Chloro-4-hydroxypyridine, blongs to pyridine-derivatives compound. name: 2-Chloro-4-hydroxypyridine

A mixture of 2-chloropyridin-4-oi (5 g, 38.7 mmoi), K2C03 (10.7 g, 77.5 mnmol) and iodomethane (10.9 g, 77.5 mmol) in DMF (70 mL) was stirred at RI? for 15 h, diluted with EtOAc (100 mL) and filtered. The filtrate was washed with water, brine, dried over MgSO4 and filtered. The filtrate was concentrated in vacuo to give the crude product, which was purified bychromatography on silica (5-50% EtOAc in petroleum ether) to give the title compound as an oil. LRMS rn/z (M+FI) 144.0 found, 144.0 required.

The synthetic route of 17368-12-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; KUDUK, Scott D.; LIVERTON, Nigel; LUO, Yunfu; SKUDLAREK, Jason; (79 pag.)WO2016/95204; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 5654-97-7, 1,3-Dihydro-2H-pyrrolo[2,3-b]pyridin-2-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, 5654-97-7, blongs to pyridine-derivatives compound. Computed Properties of C7H6N2O

To a stirred solution of 7-Azaoxindole 1 (0.5 g ,3.73mmol ) in anhydrous THF(10 ml ) was added «-BuLi (0.47g,7.42 mmol)at -78 C followed by TMEDA(0.865 g, 7.42mmol ). After lh Mel( 0.876 g, 7.42 mmol) was added slowly and mixture was allowed to come up to room temperature. After stirring for lh , saturated aqueous ammonium chloride was added and the crude material was partitioned between water and ethyl acetate. Organic layer was separated, dried over sodium sulphate and concentrated under vacuum. Crude compound was purified by column chromatography by eluting with 40% ethyl acetate in pet ether to get the desired compound 2 (0.1 g)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,5654-97-7, its application will become more common.

Reference:
Patent; VITAS PHARMA RESEARCH PRIVATE LIMITED; RANGARAJAN, Radha; KUMAR, Rajinder; PRABHAKAR, B V; CHANDRASEKHAR, P; MALLIKARJUNA, P; BANERJEE, Ankita; WO2013/42035; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem