Day: December 28, 2020

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

Related Products of 132813-14-0 , The common heterocyclic compound, 132813-14-0, name is 2-Chloro-4-(4-fluorophenyl)-5,6,7,8,9,10-hexahydrocycloocta[b]pyridine, molecular formula is C17H17ClFN, 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.

The inside of a 200 mL flask was placed under a nitrogen atmosphere, and 33.5 mL of toluene and 5.91 g (51.77 mmol) of 1-ethylpiperazine were added and stirred. After cooling to 10 C, 5.00 g (17.26 mmol) of 2-chloro-4- (4-fluorophenyl) -5,6,7,8,9,10-hexahydrocyclo octa [b] pyridine and 1.99 g (20.71 mmol) of sodium-tert-butoxide were added. After reducing the pressure at 100 hPa or less and stirring for 2 minutes, the operation of restoring pressure with nitrogen was repeated 5 times. After adding 0.0775 g (0.345 mmol) of palladium (II) acetate and 0.2715 g (1.035 mmol) of triphenylphosphine, the mixture was depressurized at 100 hPa or less, stirred for 2 minutes, and then pressure restoration with nitrogen was performed three times, and the mixture was stirred under 70 C for 7 hours. The reaction solution was cooled to room temperature, 50 mL of water was added little by little, and after stirring for 30 minutes, the precipitate was removed by filtration using phi 40 mm Kiriyama funnel mounted with 2.50 g of Celite, and washed twice with 10 mL of toluene . The obtained filtrate was transferred to a 300 mL separatory funnel and the aqueous layer was removed (pH 13.0). Water (50 mL) was added to the organic layer, shaken vigorously for 2 minutes, allowed to stand for 10 minutes, and the aqueous layer was removed. This washing operation was repeated until the aqueous layer pH was 9 or less, to obtain a blonanserine toluene solution (49.86 g). Blonanserin content: 5.67 g, reaction yield: 89.12%, HPLC purity: 87.70%.49.86 g (blonanserin 5.67 g, 15.43 mmol) of the toluene solution of bronan serine obtained in Step 1 was added to a 200 mL flask, 25 mL of toluene was added, and the mixture was added at 50 C. and 50 to 70 hPa The mixture was concentrated under reduced pressure in an amount corresponding to toluene to prepare 54.64 g of a toluene solution of blonanserin.Separately from the above, a 200 mL flask was prepared and under a nitrogen atmosphere, 50 mL of ethanol was added and the mixture was cooled to 10 C., and 3.38 g (34.51 mmol) of 98% sulfuric acid was slowly added dropwise thereto to prepare a sulfuric acid ethanol solution .The bronan serine toluene solution transferred to the 100 mL dropping funnel was slowly added dropwise to the stirred ethanol sulfuric acid solution while keeping the inside of the system at 0 to 10 C. and stopped when 1/5 amount was added dropwise, and 0.5 mg of bronanserin sulfate seed crystals The mixture was stirred for 30 minutes when solid precipitation was confirmed.Thereafter, the remaining 4/5 amount of dropwise addition of the toluene solution of bronan serine was restarted, and after completion of the dropwise addition, it was washed with 5 mL of toluene and stirred at 0 to 10 C. for 30 minutes.The precipitated solid was filtered with a phi 40 mm Kiriyama funnel, the cake was washed twice with 25 mL of cold toluene and dried on a Kiriyama funnel for 30 minutes to obtain 8.67 g of a light red solid.HPLC purity: 99.40%.Step 3 Recrystallization of Blonanserin Sulfate A300 mL flask was placed under a nitrogen atmosphere, 8.66 g (15.36 mmol) of the bronnan serine sulfate obtained in Step 2, 125 mL ethanol and 2.50 mL water were added and heated to reflux to obtain a uniform solution .The mixture was cooled to an internal temperature of 10 C. over 2 hours and 30 minutes and stirred at 0 to 10 C. for 30 minutes.The precipitated solid was filtered with a phi 40 mm Kiriyama funnel, the cake was washed twice with cold ethanol 15 mL, and dried on a Kiriyama funnel for 30 minutes to obtain 6.76 g of an off white solid.HPLC purity: 99.98%.

The synthetic route of 132813-14-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DAI NIPPON PRINTING COMPANY LIMITED; YONEYAMA, TAKUYA; ONOZAWA, TAKASHI; (10 pag.)JP2018/127406; (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

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

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

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

Reference of 796851-03-1 , The common heterocyclic compound, 796851-03-1, name is 2,5-Dichloro-4-iodopyridine, molecular formula is C5H2Cl2IN, 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) A mixture of 2,5-dichloro-4-iodopyridine (0.4Og, 1.46 mmol), 7-amino-2-methyl-4- (4-propan-2-ylpiperazin-l-yl)-3H-isoindol-l-one (0.421 g, 1.46 mmol), 9,9-dimethyl-4,5- bis(diphenylphosphino)xanthene (0.051 g, 0.09 mmol), cesium carbonate (0.952 g, 2.92 mmol) and palladium(II) acetate (0.013 g, 0.06 mmol) was suspended in DMA (15 mL). The mixture was heated at 1000C for 1 hour in a microwave reactor and then allowed to cool to room temperature. The mixture was loaded onto an SCX column and the product eluted first with MeOH and then with a 7M solution of NH3 in MeOH. Fractions containing product were combined and evaporated to afford 7-[(2,5-dichloropyridin-4- yl)amino]-2-methyl-4-(4-propan-2-ylpiperazin-l-yl)-3H-isoindol-l-one (0.630 g, 99% yield); 1H NMR spectrum: (300 MHz, DMSO) delta 1.01 – 1.18 (3H, d), 2.60 – 2.64 (4H, m), 3.04 – 3.09 (5H, m), 4.51 (2H, s), 7.16 (IH, d), 7.29 (IH, s), 7.50 (IH, d), 8.28 (IH, s), 9.59 (IH, s); Mass spectrum: m/z (ESI+) (M+H)+ = 434.0 and 436.0 and 438.0.

The synthetic route of 796851-03-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2009/153589; (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. 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

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

Application of 754131-60-7, Adding some certain compound to certain chemical reactions, such as: 754131-60-7, name is 3-Bromo-2-(bromomethyl)pyridine,molecular formula is C6H5Br2N, 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 754131-60-7.

To a solution of cis-4-phenylcyclohexanol (50.8 g) in THF (300 ml) was added 60%sodium hydride ( 17.29 g) at 0C, and the mixture was stirred for 30 min. To thereaction mixture was added 3-bromo-2-(bromomethyl)pyridine (72.3 g), and themixture was stirred at room temperature overnight. Saturated aqueous ammoniumchloride solution was added, and the mixture was extracted with ethyl acetate. Theextract was washed with saturated brine, dried over anhydrous magnesium sulfate andthe solvent was evaporated under reduced pressure. The residue was purified by silicagel column chromatography (ethyl acetate/hexane) to give the title compound (84.43g).

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. 754131-60-7, 3-Bromo-2-(bromomethyl)pyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; FUJIMOTO Tatsuhiko; RIKIMARU Kentaro; FUKUDA Koichiro; SUGIMOTO Hiromichi; MATSUMOTO Takahiro; TOKUNAGA Norihito; HIROZANE Mariko; (166 pag.)WO2017/135306; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem