Tag: M.W:200-300

Reference of 5825-71-8, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 5825-71-8 as follows.

Reference Example 43-1 (R)-2-methyl-N-((R)-1-(pyrazolo[1,5-a]pyridin-2-yl)ethyl)propane-2-sulfinamide Pyrazolo[1,5-a]pyridine-2,3-dicarboxylic acid dimethyl ester (3.35 g, 14 mmol) was dissolved in 50% sulfuric acid (110 mL), and the solution was stirred for 2.5 hours at 80C. The reaction liquid was cooled to 0C, and a 8 M aqueous solution of sodium hydroxide was added thereto to adjust the pH to 9. Subsequently, the pH was adjusted to 3 with 6 M hydrochloric acid. A suspension liquid thus produced was separated by filtration, and crystals were washed with water and then dried under reduced pressure. Thus, pyrazolo[1,5-a]pyridine-2-carboxylic acid (pale brown crystals, 1.88 g, 81%) was obtained. In a nitrogen atmosphere, pyrazolo[1,5-a]pyridine-2-carboxylic acid (941 mg, 5.8 mmol) thus obtained was dissolved in THF (30 mL), and the solution was stirred for a while at room temperature. Subsequently, a THF solution of a borane-THF complex (20 mL, 18 mmol, 0.9 M) was added to the solution, and the mixture was stirred for 3.5 hours at 70C. The reaction liquid was cooled to 0C, water was added thereto, and the mixture was stirred for a while. Subsequently, 6 N hydrochloric acid was added thereto, and the mixture was heated to reflux for one hour. The solvent was distilled off under reduced pressure, subsequently methanol was added thereto, and the solvent was distilled off again. A residue thus obtained was diluted with ethyl acetate, and the organic layer was washed with a 1 N aqueous solution of sodium hydroxide, water, and saturated brine. The organic layer was dried over anhydrous sodium sulfate, insoluble matters were filtered, and then the solvent was distilled off under reduced pressure. Thus, pyrazolo[1,5-a]pyridin-2-ylmethanol was obtained. According to a technique similar to that of Reference Example 13-3, pyrazolo[1,5-a]pyridine-2-carboaldehyde was obtained using pyrazolo[1,5-a]pyridin-2-ylmethanol thus obtained. According to a technique similar to that of Reference Example 1-2, (R)-2-methyl-N-(pyrazolo[1,5-a]pyridin-2-ylmethylene)propane-2-sulfinamide was obtained using pyrazolo[1,5-a]pyridine-2-carboaldehyde thus obtained and (R)-2-methylpropane-2-sulfinamide. According to a technique similar to that of Reference Example 1-3, the title compound (pale yellow oily material, 498 mg, 65%) was obtained using (R)-2-methyl-N-(pyrazolo[1,5-a]pyridin-2-ylmethylene)propane-2-sulfinamide thus obtained.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,5825-71-8, its application will become more common.

Reference:
Patent; Nippon Chemiphar Co., Ltd.; Kinki University; TANAKA Hiroto; OOI Isao; MOGI Yuzo; HIROSE Masaaki; ENDO Tsuyoshi; OGAWA Toru; KAWABATA Atsufumi; (171 pag.)EP3404021; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 116118-99-1, 4,5,6,7-Tetrahydrothieno[3,2-c]pyridine-2-carboxylic acid hydrochloride, 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, Formula: C8H10ClNO2S, blongs to pyridine-derivatives compound. Formula: C8H10ClNO2S

Synthesis Example 16c 4,5,6,7-Tetrahydro-thieno[3,2-c]pyridine 4,5,6,7-Tetrahydro-thieno[3,2-c]pyridine-2-carboxylic acid hydrochloride (260 mg, 1.2 mmol) was mixed with 47% hydrogen bromide aqueous solution (3 ml) and heated under reflux for 4 hours. The reaction solution was returned to room temperature and alkalified by adding sodium hydroxide aqueous solution (5 N), and the reaction product was extracted with diethyl ether, washed with saturated brine and then dried with anhydrous magnesium sulfate. By evaporating the solvent from the organic layer under a reduced pressure, 160 mg (1.1 mmol, 95% in yield) of the title compound was obtained. 1H-NMR (CDCl3): delta 2.80 (2H, t, J=5.6 Hz), 3.15 (2H, t), 3.93 (2H, t, J=1.7 Hz), 6.74 (1H, d, J=5.1 Hz), 7.07 (1H, d); MW 139.22 (C7H9NS); Mass spectrum EI-MS m/z 139 (M)+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,116118-99-1, 4,5,6,7-Tetrahydrothieno[3,2-c]pyridine-2-carboxylic acid hydrochloride, and friends who are interested can also refer to it.

Reference:
Patent; Meiji Seika Kaisha, Ltd.; US6498251; (2002); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 874959-68-9, Adding some certain compound to certain chemical reactions, such as: 874959-68-9, name is 5-Bromopyridine-2-sulfonyl chloride,molecular formula is C5H3BrClNO2S, 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 874959-68-9.

[(2,2-Dimethyl-1 ,3-dioxolan-4-yl)methyl]amine (0.76ml, 5.85mmol), 5-bromo-2- pyridinesulfonyl chloride (1g, 3.9mmol), DIPEA (1.3ml, 7.8mmol), were stirred together in DCM (20ml) at room temperature under N2 for 1 h. The reaction mixture was extracted with sodium bicarbonate (20ml) dried on a phase separator and reduced under vacuum to give the title compound as a yellow solid ( 0.629g) MH+ 351/353, rt = 2.58 min

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. 874959-68-9, 5-Bromopyridine-2-sulfonyl chloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GLAXO GROUP LIMITED; WO2008/145688; (2008); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 82205-58-1, 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. 82205-58-1, name is 1-(5-Nitropyridin-2-yl)piperazine. A new synthetic method of this compound is introduced below.

(General acetylation/sulphonylation procedure). Compound 3b (208 mg, 1 mmol), acetyl chloride (79 mul, 1.1 mmol) and PS-NMM (100 mg) in CH2Cl2 (5 mL) were stirred for 16 h. After adding PS-Trisamine (150 mg) to the reaction mixture was left to stir for a further 2 h, filtered and concentrated in vacuum to afford a yellow solid: 250 mg (90%) yield.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,82205-58-1, 1-(5-Nitropyridin-2-yl)piperazine, and friends who are interested can also refer to it.

Reference:
Article; Spencer, John; Patel, Hiren; Callear, Samantha K.; Coles, Simon J.; Deadman, John J.; Tetrahedron Letters; vol. 52; 45; (2011); p. 5905 – 5909;,
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. 14548-45-9, name is (4-Bromophenyl)(pyridin-3-yl)methanone, the common compound, a new synthetic route is introduced below. Quality Control of (4-Bromophenyl)(pyridin-3-yl)methanone

In a 250ml three-necked bottle, under nitrogen protection,Add 0.01 mol of starting material 1, 0.012 mol of compound C1,150 ml of a mixed solution of toluene and ethanol was stirred and mixed.Then add 0.02 mol Na2CO3, 1¡Á10-4 mol Pd(PPh3)4,Heat to 105 C, reflux reaction for 24 hours, sample the plate,Show no bromine residue remaining, the reaction is complete; naturally cool to room temperature,Filtration, the filtrate was subjected to vacuum distillation (-0.09 MPa, 85 C), and passed through a neutral silica gel column to obtain the desired product. HPLC purity was 99.2%.Yield 76.3%

The synthetic route of 14548-45-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Jiangsu March Optoelectric Technology Co., Ltd.; Wu Xiuqin; Zhang Zhaochao; Li Chong; Zhang Xiaoqing; (51 pag.)CN109796438; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1120-90-7, 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. 1120-90-7, name is 3-Iodopyridine, molecular formula is C5H4IN, 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 3-iodopyridine (4.00 g, 19.50 mmol), 4-methoxy benzeneboronic acid (3.26 g, 21.50 mmol) in toluene (100 mL) and EtOH (25 mL) under nitrogen, was added 2 M aqueous sodium carbonate (29 mL, 58.50 mmol). The solution was degassed, tetrakis(triphenylphosphine) palladium (0) (750 mg, 0.65 mmol) was added and the reaction was heated at 100C for 3 hours. The mixture was allowed to cool to room temperature, diluted with EtOAc (50 mL), washed with water (2 x 50 mL), saturated brine (1 x 50 mL), dried (Na2S04) and concentrated in vacuo. The crude product was purified by column chromatography on silica eluting with DCM to afford 3-(4- methoxyphenyl)pyridine (2.43 g, 67 %) as an oil. 1H NMR (400 MHz, CHCI3- ) delta ppm 3.84 (s, 3 H) 6.98 – 7.02 (m, 2 H) 7.32-7.35 (m, 1 H) 7.49 – 7.53 (m, 2 H) 7.81 – 7.84 (m, 1 H) 8.54 (d, 7=4.09, 1 H) 8.81 (s, 1 H) MS ES+: 186

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 1120-90-7, 3-Iodopyridine.

Reference:
Patent; TAKEDA CAMBRIDGE LIMITED; TAKEDA PHARMACEUTICAL COMPANY LIMITED; BOUSBA, Sarah; GOLDBY, Anne; JENKINS, Kerry; KINSELLA, Natasha; TEALL, Martin; WO2015/19103; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 82671-06-5, name is 2,6-Dichloro-5-fluoropyridine-3-carboxylic acid, molecular formula is C6H2Cl2FNO2, 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. SDS of cas: 82671-06-5

To a round-bottomed flask under a N2 atmosphere were added degassed DMF (270 ?iL) , Pd(OAc)2 (0.05 eq, 2.7 g, 11.9 mmol) , PPh3 (0.1 eq, 6.2 g, 23.8 mmol) , and degassed Et3N (6 eq, 200 mL, 1428.6 mmol) . The mixture was stirred for 20 minutes, HCOOH (3 eq, 28 mL, 714.3 mmol) was then added. 5 minutes later, 2, 6-dichloro-5-fluoronicotinic acid (50 g, 238.1 mmol) was added. The mixture was stirred at 500C. The reaction was followed by analysis (IH NMR) of a worked- up aliquot. When all starting material was consumed (24 h) , the mixture was cooled to 00C and water (500 mL) was added. After 20 minutes, The mixture was filtered through a pad of Celite that was rinsed with water. The mixture was basified to pH 9 with 30% aq. NaOH and washed with EtOAc (2x) . HCl(12 N) was added slowly to pH 1 and the solution was saturated with NaCl. The mixture was extracted with EtOAc(3x) . The combined organic extracts were washed with brine, dried (Na2SO4) , and concentrated under reduced pressure to give 37 g (88%) of a beige solid used in the next step without further purification.1H NMR (DMSO-de, 300 MHz): delta 8.16 (dd, IH); 8.58 (d, IH).

With the rapid development of chemical substances, we look forward to future research findings about 82671-06-5.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; WO2008/112642; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 884495-39-0 ,Some common heterocyclic compound, 884495-39-0, molecular formula is C6H7BrN2O, 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 5-bromo-2-(methyloxy)-3-pyridinamine (18.93 g, 93 mmol, available from Asymchem) in a 1 L round-bottom flask was added nitrogen-purged 1 ,4-Dioxane (500 ml.) followed by 4,4,4′,4′,5,5,5′,5′-octamethyl-2,2′-bi-1 ,3,2-dioxaborolane (47.4 g, 186 mmol), potassium acetate (27.5 g, 280 mmol) (0.402 g, 0.493 mmol) and PdCI2(dppf)-CH2CI2 adduct (7.61 g, 9.32 mmol). The mixture was then stirred at 8O0C under nitrogen. The reaction mixture was allowed to cool then partitioned between ethyl acetate and water. The mixture was filtered through a celite pad and the aqueous layer extracted further with ethyl acetate (2X). The combined organics were washed with water, brine and dried over magnesium sulphate overnight. The residue was purified on 1.5Kg Silica cartridge, eluting a 0-50% ethyl acetate/dichloromethane over 10 column volumes. The appropriate fractions were combined and evaporated to dryness. The residue was triturated with cyclohexane, the solid filtered off and dried in vacuo to leave the title compound as a light pink solid (1.1 g). LCMS (Method A) Rt 0.91 mins, MH+ 251A second crop was obtained from the above filtrate and after drying gave a further portion of the title compound as a light pink solid (2.95g).

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. 884495-39-0, 5-Bromo-2-methoxypyridin-3-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GLAXO GROUP LIMITED; HAMBLIN, Julie, Nicole; HARRISON, Zoe, Alicia; JONES, Paul, Spencer; KEELING, Suzanne, Elaine; LE, Joelle; LUNNISS, Christopher, James; PARR, Nigel, James; WO2010/102958; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 17282-40-5 ,Some common heterocyclic compound, 17282-40-5, molecular formula is C9H12BrNO2, 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: Chromenone 1a (0.5 mmol), pyridinium salts 2a (0.55 mmol), DBU (1.0 mmol) and 1,4-dioxane (3.0 mL) were dissolved in 10 mL round-bottomed flask and stirring at 80 C for 12 h. The reaction was monitored by TLC. After completion of reaction, the reaction mixture was cooled down to room temperature and concentrated in vacuum to give the crude product, which was further purified by silica gel chromatography (ethyl acetate: petroleum =1:5) to afford the desired product. 1.

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. 17282-40-5, 1-(2-Ethoxy-2-oxoethyl)pyridin-1-ium bromide, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Dong, Kai-Kai; Huang, Qiang; Tetrahedron Letters; vol. 60; 29; (2019); p. 1871 – 1874;,
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.67443-38-3, name is 5-Bromo-2-chloro-3-nitropyridine, molecular formula is C5H2BrClN2O2, molecular weight is 237.44, as common compound, the synthetic route is as follows.COA of Formula: C5H2BrClN2O2

General procedure: A mixture of 5-Bromo-2chloro-3-nitropyridine (2) (10mmol), organicamine compound (14mmol), and N,N-diisopropylethylamine (30mmol) in 1,4-dioxane (100mL) was stirred at room temperature for 4h. After the reaction was completed by TLC analysis, the volatiles were removed under reduced pressure. The mixture was extracted with CH2Cl2 (3¡Á60mL) and washed with H2O (3¡Á60mL). The combined organic layers were dried over anhydrous Na2SO4 and concentrated in vacuo.The resulting residue was purified by column chromatography on silica gel (PE: EA=9:1) to obtain theintermediates 3a-j.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,67443-38-3, 5-Bromo-2-chloro-3-nitropyridine, and friends who are interested can also refer to it.

Reference:
Article; Du, Shan; Li, Wei-Ya; Liu, Wen-Shan; Ma, Yang-Chun; Ma, Ying; Wang, Rui-Rui; Wang, Run-Ling; Yang, Bing; Zhou, Liang; Bioorganic Chemistry; vol. 100; (2020);,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem