Tag: M.W:200-300

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 941294-57-1, name is 5-Bromo-2-iodo-4-methylpyridine. This compound has unique chemical properties. The synthetic route is as follows. HPLC of Formula: C6H5BrIN

Step B: 5-Bromo-4-methyl-pyridine-2-carbaldehyde In an oven-dried flask the compound obtained in Step A (4.67 g) was dissolved in tetrahydrofuran (22 ml). The solution was cooled to -15 C., then isopropyl magnesium bromide (17.2 ml, 15% solution in THF) was added dropwise at a rate to keep the internal temperature between -15 C. to -10 C. The reaction was stirred at this temperature for 1 hour, then anhydrous dimethylformamide (1.8 ml) was added at a rate to keep the internal temperature below 0 C. The reaction was stirred at this temperature for 1 hour, then poured into water and extracted with diethyl ether. The organic layer was dried over sodium sulfate and concentrated in vacuo. The crude title aldehyde product (2.4 g, brown solid) was used as such in the next step.

With the rapid development of chemical substances, we look forward to future research findings about 941294-57-1.

Reference:
Patent; SYNGENTA CROP PROTECTION LLC; US2012/238517; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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.113975-22-7, name is 2-Fluoro-3-iodopyridine, molecular formula is C5H3FIN, molecular weight is 222.99, as common compound, the synthetic route is as follows.category: pyridine-derivatives

To a solution of diisopropylamine (345 mL, 249 g, 2.46 mol) in anhydrous THF (5 L) at -8 to -10 C. under a blanket of N2 was added n-BuLi (880 mL, 158 g, 2.46 mol) dropwise via cannula. The mixture was stirred at -10 C. for 30 min, cooled to -78 C. and treated with a solution of 2-fluoro-3-iodopyridine (500 g, 2.24 mol) in dry THF (2 L) dropwise. After the addition, the reaction mixture was warmed to -60 C. and this temperature was maintained for 2 h. The mixture was then cooled to -78 C., treated with ethyl formate (183 g, 2.47 mol) dropwise, followed by sodium methoxide (149 g, 2.75 mol) in MeOH (1.5 L) and warmed to ambient temperature. The reaction mixture was quenched with ice water and extracted with EtOAc. The layers were separated and the organic phase was washed with water and brine, dried (Na2SO4) and concentrated in vacuo. The residue was purified by flash chromatography on silica gel to afford 4-iodo-2-methoxynicotinaldehyde (380 g, 64%) as a solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,113975-22-7, 2-Fluoro-3-iodopyridine, and friends who are interested can also refer to it.

Reference:
Patent; Bristol-Myers Squibb Company; US2008/114033; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1211540-92-9 , The common heterocyclic compound, 1211540-92-9, name is 3-Bromo-4-chloro-5-fluoropyridine, molecular formula is C5H2BrClFN, 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.

Compound (VII-17) (100 mg, 0.475 mmol),Compound (VIa-2) (146 mg, 0.523 mmol),(A-taPhos) 2 PdCl2 (16.8 mg, 0.0240 mmol)And cesium carbonate (310 mg, 0.950 mmol)Was dissolved in 1,4-dioxane (1.5 mL) and water (0.30 mL)Dissolved in the mixture, under microwave irradiation,And the mixture was stirred at 70 C. for 10 minutes.Water was added to the reaction solution,And extracted with chloroform.The solvent was distilled off under reduced pressure,The residue was purified by silica gel column chromatography (NH silica gel, n-hexane: ethyl acetate = 97: 3 ? 75: 25)Compound (I-97)(Yield 138 mg, Yield 79%)As a colorless oil.

The synthetic route of 1211540-92-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Kaken Pharmaceutical Co., Ltd.; Watanabe, Atsushi; Sato, Yuki; ogura, Keiji Tamada; Tatsumi, Yoshiyuki; (283 pag.)JP2018/145180; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 524955-09-7, 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. 524955-09-7, name is 3-Chloro-4-(pyridin-2-ylmethoxy)aniline. A new synthetic method of this compound is introduced below.

Step C: [3-chloro-4-(2-pyridylmetoxyl)-phenyl]-(6-iodo-quinazolin- 4-yl)-aminehydrochloride salt (compound 8.3).[0126] 470mg of compound 8.3 (2 mmol) and 580mg of 4-chloro-6-iodo-quinazoline (2 mmol) were dissolved in isopropanol (10 ml). The reaction mixture was refluxed for 12 hours. The solid product was collected by filtration, washed with cold isopropanol (10 mL) and ether (20 mL), and air dried to afford 450 mg of the clean desired material.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,524955-09-7, 3-Chloro-4-(pyridin-2-ylmethoxy)aniline, and friends who are interested can also refer to it.

Reference:
Patent; KANIONUSA INC.; SHEN, Wang; ZHANG, Aimin; FAN, Junfa; ZHENG, Xiaoling; WO2011/2523; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 130722-95-1, 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 130722-95-1, name is 3-(Benzyloxy)-5-bromopyridine. This compound has unique chemical properties. The synthetic route is as follows.

10d. 3-amino-5-benzyloxypyridine The product of Example 10c above (41.3 g 156 mmol), copper(I) bromide (22.43 g 156 mmol), MeOH (275 mL), and liquid NH3 (50 mL) were combined in a stainless steel reactor and heated to 130 C. for 24 hours. The mixture was allowed to cool to ambient temperature, then concentrated. The residue was suspended in 300 mL of saturated aqueous Na2 CO3 and extracted with CH2 Cl2. The combined CH2 Cl2 solutions were washed with brine, dried (MgSO4), and concentrated. The crude product was chromatographed (silica gel; hexane/EtOAc, 9:1 to 7:3) to afford the title compound (15.6 g, 50%): 1 H NMR (CDCl3, 300 MHz) delta: 8.21-8.29 (m, 2H), 7.44-1.26 (m, 6H), 5.10 (s, 2H); MS (CI/NH3) m/z 201 (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 130722-95-1, 3-(Benzyloxy)-5-bromopyridine.

Reference:
Patent; Abbott Laboratories; US6133253; (2000); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 76041-73-1, 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.76041-73-1, name is 3-Bromo-5-(trifluoromethyl)pyridin-2-ol, molecular formula is C6H3BrF3NO, molecular weight is 241.9933, as common compound, the synthetic route is as follows.

A mixture of 3-bromo-5-(trifluoromethyl)pyridin-2-ol (37.75g, 0.16 mol) and phosphorus(lll) oxychloride (POCI3; 75 mL) is stirred at 1000C for 5 hours. After cooling to room temperature, the mixture is poured into ice-water, and extracted with CH2CI2 twice. The combined organic layer is washed with NaHCO3 aq., brine, dried over MgSO4, filtered and concentrated in vacuo. The crude mixture is purified by flash column chromatography to give 3-bromo-2-chloro-5-trifluoromethylpyridine as a white solid. 1H-NMR (400MHz, CDCI3), delta (ppm): 8.17 (m, 1H), 8.62 (d, 1 H).

Statistics shows that 76041-73-1 is playing an increasingly important role. we look forward to future research findings about 3-Bromo-5-(trifluoromethyl)pyridin-2-ol.

Reference:
Patent; NOVARTIS AG; WO2008/58961; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 73870-24-3 ,Some common heterocyclic compound, 73870-24-3, molecular formula is C6H7Br2N, 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.

General procedure: Compounds 20-26 (1 equiv.) were dissolved in DMF followed by the addition of potassium carbonate (1 – 3 equiv.) and the corresponding benzyl- or pyridinylderivate (1-2 equiv.). This mixture was allowed to stir at various temperatures and timespans, all of which are further specified at the corresponding compounds reported below. The crude product was then purified by either normal phase or reversed phase flash chromatography to yield compounds 30-36 and 40-46. The exact conditions of these purifications are reported below for each compound individually.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,73870-24-3, its application will become more common.

Reference:
Patent; VIB VZW; UNIVERSITEIT ANTWERPEN; UNIVERSITEIT GENT; VANDENABEELE, Peter; VANDEN BERGHE, Tom; AUGUSTYNS, Koen; HOFMANS, Sam; VAN DER VEKEN, Pieter; DEVISSCHER, Lars; (66 pag.)WO2019/154795; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 573675-25-9, 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. 573675-25-9, name is 5-Bromo-3-nitropicolinonitrile, molecular formula is C6H2BrN3O2, 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.

Step 3. 5-Broino-3-fluoropyridine-2-carbonitrile. Sulfuric acid (0.02 eq) was added to a solution of tetrabutylammonium fluoride (3 eq) inDMF (5 vol) and the mixture cooled to -40 0C. A solution of the compound of Step 2 (1 eq) in DMF (2 vol) was added maintaining the temperature < -35 0C. After about 20 minutes 2N HCl (3 vol) was added followed by IN HCl (15 vol). The precipitated product was collected by filtration to give the desired product. 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 573675-25-9, 5-Bromo-3-nitropicolinonitrile. Reference:
Patent; MERCK & CO., INC.; MERCK FROSST CANADA LTD.; WO2006/52514; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 884494-81-9, 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.884494-81-9, name is 3-Bromo-5-fluoro-2-methoxypyridine, molecular formula is C6H5BrFNO, molecular weight is 206.01, as common compound, the synthetic route is as follows.

A solution 3-bromo-5-fluoro-2-methoxypyridine (4.00 g, 19.4 mmol), 2-(but-3-ynyl)isoindoline-1,3-dione (3.87 g, 19.4 mmol) and TEA (10.8 mL, 78 mmol) in DMF (40 mL) was degassed with argon. After addition of Pd(PPh3)4 (1.12 g, 0.971 mmol) and CuI (0.370 g, 1.94 mmol), the reaction mixture was heated at 90 C. for 2 hours and cooled to room temperature. After addition of MeOH, a precipitated solid was collected by filtration. The solid was washed with MeOH and dried under vacuum to afford 2-(4-(5-fluoro-2-methoxypyridin-3-yl)but-3-ynyl)isoindoline-1,3-dione (5.80 g, 92%) as a white fluffy solid. 1H-NMR (CDCl3, Varian, 400 MHz): delta 2.90 (2H, t, J=6.8 Hz), 3.85 (3H, s), 3.99 (2H, t, J=6.8 Hz), 7.34 (1H, dd, J=7.6, 2.4 Hz), 7.73-7.75 (2H, m), 7.87-7.89 (3H, m).

The chemical industry reduces the impact on the environment during synthesis 884494-81-9, I believe this compound will play a more active role in future production and life.

Reference:
Patent; HANDOK INC.; CMG Pharmaceutical Co., Ltd.; Kim, Moonsoo; Lee, Chaewoon; Lee, Gilnam; Yoon, Cheolhwan; Seo, Jeongbeob; Kim, Jay Hak; Lee, Minwoo; Jeong, Hankyul; Choi, Hyang; Jung, Myung Eun; Lee, Ki Nam; Kim, Hyun Jung; Kim, Hye Kyoung; Lee, Jae Il; Lee, MinWoo; Kim, Misoon; Choi, Soongyu; (124 pag.)US2016/168156; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 15854-87-2, 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 15854-87-2, name is 4-Iodopyridine. This compound has unique chemical properties. The synthetic route is as follows.

The intermediates and final products were obtained via establishedcross-coupling reactions [5,15,17]. Briefly, 4-trimethylsililyethynylpyridine was obtained by reacting an equimolarquantity of 4-iodopyridine (2.0 mmol) with trimethylsilylethyne(TMSE, 2.0 mmol) in THF/iPrNH2 using Pd(II)/Cu(I) catalysts(Scheme 1). The crude product obtained was purified by silicacolumn chromatography using hexane/dichloromethane eluantsystems. This was followed by a protodesilylation reaction underbasic condition (aq. KOH in MeOH/THF) and the 4-ethynylpyridinewas separated by silica column chromatography using puredichloromethane as eluant. In the next phase of the reaction,respective aryl halides (2.0 mmol) and 4-ethynylpyridine (2.0mmol) were coupled via a Sonogashira cross-coupling reaction.Final products were purified using an alumina column and obtainedas tan to light brown solid in quantitative yields.

According to the analysis of related databases, 15854-87-2, the application of this compound in the production field has become more and more popular.

Reference:
Article; Haque, Ashanul; Al Balushi, Rayya A.; Al-Busaidi, Idris Juma; Ilmi, Rashid; Al Rasbi, Nawal; Jayapal, Maharaja; Khan, Muhammad S.; Raithby, Paul R.; Journal of Organometallic Chemistry; vol. 892; (2019); p. 75 – 82;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem