Tag: M.W:100-200

Adding a certain compound to certain chemical reactions, such as: 113118-81-3, 5-Bromonicotinaldehyde, 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, Product Details of 113118-81-3, blongs to pyridine-derivatives compound. Product Details of 113118-81-3

To a solution of 5-bromonicotinaldehyde (XXXVIII) (2.0 g, 10.8 mmol, 1 eq) in MeOH (20 mL) was added NaBLL (2.4 g, 64.9 mmol, 6 eq) and the reaction mixture was stirred at room temperature for 3 h. The mixture was concentrated in vacuo and the residue was diluted in water (15 mL), the aqueous phase was extracted with DCM (10 mL x 3). The combined organic layers were dried over MgSO/t, filtered and concentrated in vacuo to afford (5- bromopyridin-3-yl)methanol (XLV) (1.8 g, 9.57 mmol, 90.0% yield) as a colorless oil. NMR (CDC13, 500 MHz) delta ppm 4.73 (s, 2H), 7.90 (s, 1H), 8.47 (s, 1H), 8.57 (s, 1H). ESIMS found for C6H6BrNO mlz 188.0 (M+H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,113118-81-3, 5-Bromonicotinaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; SAMUMED, LLC.; KC, Sunil Kumar; WALLACE, David Mark; CAO, Jianguo; CHIRUTA, Chandramouli; HOOD, John; (253 pag.)WO2017/23996; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 771579-27-2, 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. 771579-27-2, name is 3-(Aminomethyl)-4,6-dimethylpyridin-2(1H)-one. A new synthetic method of this compound is introduced below.

[01759] The above acid (0.2 g, 0.68 mmol) was then dissolved in DMSO (0.5 mL) and 3- (amino methyl)-4, 6-dimethylpyridin-2(l H)-one (0.206 g, 1 .35 mmol) was added. The reaction mixture was stirred at room temperature for 15 min before PYBOP (0.528 g, 1 .01 mmol) was added t and stirring was continued overnight. The mixture was poured into ice and extraction was carried out using 10 % MeOH/DCM. The combined organic layers were dried over sodium sulphate and concentrated under reduced pressure to obtain crude material which was purified by column chromatography giving the title compound (0.2 g, 69 %). LCMS: 432.25 (M + 1 )+;HPLC: 99.95% ((at) 254 nm) (R,;5.750; Method: Column: YMC ODS-A 1 50 mm x 4.6 mm x 5 mu; Mobile Phase: A; 0.05% TFA in water/ B; 0.05% TFA in acetonitrile; Inj. Vol : ) 0 mu,, Col. Temp.: 30 C; Flow rate: 1 .4 mL/min.; Gradient: 5% B to 95% B in 8 min, Hold for 1.5 min, 9.5 1 – 12 min 5% B); NMR (DMSO- 6, 400 MHz) delta 1 1 .45 (s, 1 H), 8.19 (t, 1 H), 7.10 (d, 1 H, J= 1 .6 Hz), 6.90 (d, 1 H, J=2 Hz), 5.85 (s, 1 H), 4.23 (d, 2H, J=4.8 Hz), 3.80 (d, 2H, J=8.4 Hz), 3.21 -3.27 (m, 2H), 2.73 (d, 2H, J=7.2 Hz), 2.55 (s, 3H), 2.18 (s, 3H), 2.1 5 (s, 3H), 2.10 (s, 3H), 1 .74- 1.75 (m, 1 H), 1 .58- 1.61 (m, 2H), 1.07-1 .16 (m, 2H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,771579-27-2, its application will become more common.

Reference:
Patent; EPIZYME, INC.; EISAI CO., LTD.; KUNTZ, Kevin, Wayne; CHESWORTH, Richard; DUNCAN, Kenneth, William; KEILHACK, Heike; WARHOLIC, Natalie; KLAUS, Christine; ZHENG, Wanjun; WO2012/142513; (2012); A1;,
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. 16063-70-0, name is 2,3,5-Trichloropyridine. A new synthetic method of this compound is introduced below., Product Details of 16063-70-0

23.7 g of the above product, 20 g of TCP, 15 g of anhydrous potassium carbonate, and 22 ml of dimethyl sulfoxide were mixed and stirred at 120 C for 4 h.After the reaction mixture was cooled, water and benzene were layered, and the organic phase was separated and washed with 1N aqueous sodium hydroxide.After drying over anhydrous sodium sulfate, the solvent was evaporated under reduced pressure to give a pale yellow crystalline solid.Recrystallization from n-hexane-ethyl acetate gave a white crystalline solid.M.p. 105.5-107 C, the total yield was 50.1%.

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, 16063-70-0, 2,3,5-Trichloropyridine.

Reference:
Patent; Hunan Qiwei Technology Co., Ltd.; Zhu Shefeng; Cheng Wangsheng; (6 pag.)CN108440516; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 13466-43-8, 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.13466-43-8, name is 3-Bromopyridin-2(1H)-one, molecular formula is C5H4BrNO, molecular weight is 174, as common compound, the synthetic route is as follows.

Following a previously reported method (Meana A, et al, Synlett 2003,1678-1682) compound 18 was prepared from N-iodosuccinimide (2.48 g, 11.0 mmol) and 3-bromo-2-hydroxypyridine 17 (1.74 g, 10.0 mmol) as a pale brown solid ( 2.55 g, 85%). 1H NMR (DMSO-(I6) delta 12.21 (br s, IH), 8.08 (d, IH, J= 2.3 Hz), 7.71 (d, IH, J= 2.3 Hz).

The chemical industry reduces the impact on the environment during synthesis 13466-43-8, I believe this compound will play a more active role in future production and life.

Reference:
Patent; THE TRUSTEES OF THE UNIVERSITY OF PENNSYLVANIA; WO2007/126733; (2007); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 13466-38-1, 5-Bromopyridin-2-ol, 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, category: pyridine-derivatives, blongs to pyridine-derivatives compound. category: pyridine-derivatives

Step 1 Preparation of Compound a42 (0465) Compound a41 (1.12g, 6.5mmol) was dissolved in 1,4-dioxane (15mL), t- butyl ((1S, 2R) -2- hydroxy-cyclopentyl) carbamate (1.0g 5.0mmol), triphenylphosphine (1.7g, 6.5mmol) and dimethyl oxyethyl azodicarboxylate (1.5g, 6.5mmol) were added and the mixture was stirred at 65C for 1 hour. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the ontained residue was purified by silica gel column chromatography (hexane-ethyl acetate) to give compound a42 (1.4g, 77% yield). 1H NMR (CDCl3) delta: 1.41 (s, 9H), 1.45-1.54 (m, 1H), 1.71-1.85 (m, 3H), 2.10-2.15 (m, 1H), 2.23-2.26 (m, 1H), 3.97 (m, 1H), 4.91 (m, 1H), 5.13-5.14 (m, 1H), 6.67 (d, J = 8.7 Hz, 1H), 7.63 (d, J = 8.7 Hz, 1H), 8.15 (s, 1H). [M + H] = 358.3, Method Condition 4: retention time 2.57 minutes

The synthetic route of 13466-38-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shionogi & Co., Ltd.; KOBAYASHI, Naotake; ASAHI, Kentarou; TOMIDA, Yutaka; OHDAN, Masahide; FUMOTO, Masataka; SASAKI, Yoshikazu; KURAHASHI, Kana; INOUE, Takatsugu; URABE, Tomomi; NISHIURA, Yuji; IWATSU, Masafumi; MIYAZAKI, Keisuke; OHYABU, Naoki; WADA, Toshihiro; KATOU, Manabu; (276 pag.)EP3059225; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1539-42-0, 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 1539-42-0, name is Bis(pyridin-2-ylmethyl)amine. This compound has unique chemical properties. The synthetic route is as follows.

1-Chloro-4-iodo-2-trifluoromethylbenzene (10 mmol) obtained in Reaction 1.2Dissolved in 20 ml of toluene, bis(pyridyl-2-methyl)amine (12 mmol), palladium acetate (0.5 mmol), 2,2′-bis(diphenylphosphino)-1,1 ‘-Binaphthyl (12 mmol), 3 ml of triethylamine, after stirring for 10 minutes, add 10 ml of an aqueous solution of cesium carbonate (10 mmol), and heat to 50 C for 4 hours. After the reaction, add 20 ml of water to the system. After stirring for 20 minutes, the organic layer was dried over anhydrous sodium sulfate, concentrated, and purified by flash column chromatography Fluoromethylaniline powder, yield 87.5%.

According to the analysis of related databases, 1539-42-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Jingfan; Jing Fan; Ge Baoyin; Zhang Ruwei; (8 pag.)CN108530342; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1060805-03-9, 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. 1060805-03-9, name is 3-Fluoro-4-methoxypyridine, molecular formula is C6H6FNO, 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.

A solution of 3-fluoro-4-methoxypyridine (2 mmol) in THF (10ml) was cooled to-780C. To this solution was added a solution of lithium diisopropylamide (LDA; 4.2 mmol) in hexane slowly at same temperature. After 2Oh at -780C, to the mixture was added trimethoxyborane (0.48ml) and stirred for 2h, followed by an addition of peracetic acid (0.72 ml; 32% in dilute acetic acid). The mixture was allowed to warm to O0C under stirring for Ih, then cooled to -2O0C, sodium dithionite (0.8g in 2ml water) was added dropwise. The mixture was extracted with DCM and the extract was dried and concentrated. The residue was purified by chromatography, eluting with 1:8 MeOH:DCM to give the expected product as a white solid (52%).

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 1060805-03-9, 3-Fluoro-4-methoxypyridine.

Reference:
Patent; BTG INTERNATIONAL LIMITED; WO2009/103950; (2009); A1;,
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. 1122-71-0, name is 6-Methyl-2-pyridinemethanol. A new synthetic method of this compound is introduced below., Product Details of 1122-71-0

EXAMPLE 5 3.00 g (0.0244 mol) of 6-methyl-2-pyridinemethanol, 0.076. g of PIPO obtained in Reference Example 1 (2,2,6,6-tetramethylpiperidine-1-oxyl-4-yl group: 0.000244 mol), 6.0 g of toluene and 3.0 g of a 5% by weight aqueous solution of sodium hydrogen carbonate (sodium hydrogen carbonate: 0.0018 mol) were placed in a 100 ml reaction vessel. Then, with maintaining the temperature at 15 to 20 C., reaction was conducted while 13.5 g of a 13.4% by weight aqueous solution of sodium hypochlorite (sodium hypochlorite: 0.0244 mol) was dropped over 4 hours by a microsyringe pump under stirring. Stirring was conducted for another 0.5 hour to complete the reaction. The reaction mixture after the reaction was completed was separated into the organic phase and the water phase and each phase was analyzed by liquid chromatography. By the reaction, 6-methyl-2-pyridinecarbaldehyde was produced with yield of 94.9% (based on 6-methyl-2-pyridinemethanol). As a by-product, 3.1% (based on 6-methyl-2-pyridinemethanol) of 6-methylpicolinic acid was produced.

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, 1122-71-0, 6-Methyl-2-pyridinemethanol.

Reference:
Patent; Shiomi, Yasuhiro; Uno, Osamu; Ohta, Akio; Sunakami, Takeshi; US2005/124807; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 67346-74-1, 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.67346-74-1, name is 3-Ethynylpyridin-2-amine, molecular formula is C7H6N2, molecular weight is 118.1359, as common compound, the synthetic route is as follows.

To an anhydrous tetrahydrofuran (5 mL) solution of 3-ethynyl-pyridin-2-ylamine (33.1 mg, 0.281 mmol) described in Manufacturing Example 1-2-3 was added (4-(2-furan-2-yl-ethyl) phenyl)-acetohydroximoyl chloride (224 mg, 0.85 mmol) described in Manufacturing Example 80-1-7 under nitrogen atmosphere at room temperature. Triethylamine (0.24 mL, 1.7 mmol) was then added dropwise, followed by 1.5 hours of stirring at 60¡ã C. The reaction mixture was partitioned into water and ethyl acetate at room temperature. The organic layer was washed with water and saturated aqueous sodium chloride and dried over anhydrous magnesium sulfate, and the solvent was evaporated under a reduced pressure. The residue was purified by NH silica gel column chromatography (ethyl acetate_heptane=1:9 then 3:7) to obtain the title compound (39.6 mg, 40.8percent). 1H-NMR Spectrum (CDCl3) delta (ppm): 2.88-2.98 (4H, m), 4.03 (2H, s), 5.41 (2H, brs), 5.97 (1H, d, J=3.2 Hz), 6.25 (1H, s), 6.27 (1H, dd, J=2.0, 3.2 Hz), 6.71 (1H, dd, J=4.8, 8.0 Hz), 7.15 (2H, d, J=8.4 Hz), 7.20 (2H, d, J=8.4 Hz), 7.31 (1H, d, J=2.0 Hz), 7.70 (1H, dd, J=2.0, 8.0 Hz), 8.13 (1H, dd, J=2.0, 4.8 Hz).

Statistics shows that 67346-74-1 is playing an increasingly important role. we look forward to future research findings about 3-Ethynylpyridin-2-amine.

Reference:
Patent; Eisai R&D Management Co., Ltd.; US2007/105904; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 95727-86-9, 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. 95727-86-9, name is 5-(Trifluoromethyl)picolinonitrile, molecular formula is C7H3F3N2, 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.

The 2-[alpha-(1,2,4-triazolyl)propionyl]-5-trifluoromethylpyridine used as starting material in the above Examples was prepared as follows: To a solution of ethyl magnesium iodide [formed from ethyl iodide (46.8 g.) and magnesium turnings (7.2 g.) in anhydrous ether (250 ml.)], cooled to 0-5, was added a solution of 2-cyano-5-trifluoro-methylpyridine (10.32 g.) in anhydrous ether (50 ml.) during 20 minutes. The resulting grey suspension was stirred at 5 for 30 minutes then poured into a mixture of ice/water/2N hydrochloric acid. After stirring for 15 minutes the mixture was extracted with ether. The organic extract was washed with water, dried over magnesium sulphate and concentrated to dryness under reduced pressure. The residue was purified on a silica column using hexane:ether (9:1 v/v) as eluent, to give 2-propionyl-5-trifluoromethylpyridine as a colourless oil.

According to the analysis of related databases, 95727-86-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Imperial Chemical Industries PLC; US4866086; (1989); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem