Day: September 1, 2021

Reference of 152126-31-3, Adding some certain compound to certain chemical reactions, such as: 152126-31-3, name is 3-Fluoropicolinic acid,molecular formula is C6H4FNO2, 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 152126-31-3.

To 3-fluoro-2-pyridinecarboxylic acid (available from Fluorochem, 63mg, 0.44mmol) was added O-(7-azabenzotriazol-1-yl)-1 ,1 ,3,3-tetramethyluronium hexafluorophosphate (172mg, 0.45mmol), DIPEA (0.106ml) and DMF (1 ml). The reaction was stirred for 20mins at 250C. 6-(1 H-indol-4-yl)-1 H-indazol-4-amine (50mg, 0.20mmol) was added and the reaction was stirred for a further 2Oh at 250C. The solvent was dried under a stream of nitrogen to give the crude product. This sample in DMF was loaded onto an aminopropyl cartridge (5g) and after standing for 3h, the column was washed with 10% methanol in dichloromethane. The appropriate fractions were combined and dried under a stream of nitrogen to give the crude product which was purified by Mass Directed Automated Preparative HPLC (Method B). The solvent was dried under a stream of nitrogen to give the title compound (23mg). LCMS (Method B) R1 = 0.94mins, MH+ = 372

According to the analysis of related databases, 152126-31-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLAXO GROUP LIMITED; WO2009/147190; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1231930-25-8, 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.1231930-25-8, name is 1-((6-Bromopyridin-3-yl)methyl)-4-ethylpiperazine, molecular formula is C12H18BrN3, molecular weight is 284.2, as common compound, the synthetic route is as follows.

A solution of 1- (6-bromo-pyridin-3-ylmethyl) -4-ethyl-piperazine (960 mg, 3.38 mmol) in anhydrous tetrahydrofuran (8 mL)Was added 2- (dicyclohexylphosphino) biphenyl (120 mg, 0.338 mmol)Tris (dibenzylideneacetone) dipalladium (154 mg, 0.169 mmol).Lithium hexamethyldisilazide (4.06 mL, 1 M, 4.06 mmol) was slowly added under nitrogen.The reaction flask was heated to 65 C,After 20 minutes the reaction flask was cooled to room temperature,50 mL of ethyl acetate was added,30mL water,Mixed after the liquid,The aqueous layer was again added with 30 mL of ethyl acetate,Liquid separation,Combined organic layer,Dried over anhydrous sodium sulfate and evaporated to dryness as a pale brown solid.The product of formula V-1 (670 mg) was purified by column chromatography,As a pale yellow solid.

The chemical industry reduces the impact on the environment during synthesis 1231930-25-8, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Chia Tai Tianqing Pharmaceutical Group Co., Ltd.; Zhang, Yinsheng; Liu, Yingshuai; Li, Li; Miao, Lei; Xu, Tongjie; Liu, Haiyan; Ma, Xueqin; Yu, Sen; Xu, Hongjiang; (49 pag.)CN106467517; (2017); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1123194-98-8, 6-Bromo-2-methoxy-3-(4-methyl-1H-imidazol-1-yl)pyridine, 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, Recommanded Product: 1123194-98-8, blongs to pyridine-derivatives compound. Recommanded Product: 1123194-98-8

DMF (52mL) was added to 6-Bromo-2-methoxy-3-(4-methyl-l H- imidazol-1-yl)pyridine (13.Og, 48.5mmol) and the tert-Butyl 2- acryloylhydrazinecarboxylate (9,9g, 53.3mmol) at room temperature under nitrogen atmosphere, And the mixture was stirred at 50C for 10minutes, Tri(o-tolyl)phosphine (885mg, 2.90mmol), Palladium (II) acetate (327mg, 1.45mmol) and N,N- diisopropylethylamine (12.7mL, 72.7mmol) were added to the mixture, and the reaction mixture was stirred at 100C for 4hours. The reaction mixture was cooled to room temperature and filtrated through Celite. The residue was washed twice with DMF (6mL). Water (104mL) was added dropwise to the filtrate at room temperature over lOminutes. The mixture was stirred at room temperature for l5hoursAfter the mixture was filtrated, the residue was washed with water/DMF =2; 1(3OmL) and MTBE (3OmL). The obtained solid was suspended in MTBE (5OmL) at room temperature for 2hours, filtrated and dried under the reduced pressure to obtain the title compound (15.8g, 87% yield).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1123194-98-8, 6-Bromo-2-methoxy-3-(4-methyl-1H-imidazol-1-yl)pyridine, and friends who are interested can also refer to it.

Reference:
Patent; EISAI R&D MANAGEMENT CO., LTD.; NAKAMURA, Taiju; MATSUDA, Masaaki; HU, Yongbo; HASEGAWA, Daiju; HOSHINO, Yorihisa; INANAGA, Kazato; ISOMURA, Minetaka; SATO, Nobuaki; YOSHIZAWA, Kazuhiro; MONIZ, George A.; WILKIE, Gordon D.; FANG, Francis G.; NISHIKAWA, Yoshihiro; WO2010/25197; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 6959-47-3, 2-(Chloromethyl)pyridine 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, Quality Control of 2-(Chloromethyl)pyridine hydrochloride, blongs to pyridine-derivatives compound. Quality Control of 2-(Chloromethyl)pyridine hydrochloride

A mixture of 4 (0.8 g, 5.0 mmol), sodium carbonate (2.4 g, 22.6 mmol) and 2-pyridylmethyl chloride hydrochloride (1.8 g, 10.9 mmol) in 15 mL of dry ethanol was refluxed for 12 h under N2, and then evaporated. The residue was dissolved in 50 mL of aqueous solution of sodium hydroxide and extracted with dichloromethane (3 × 30 mL). Then the organic layer was dried over potassium carbonate and evaporated. The residue was separated by silica gel flash chromatography using EtOAc as eluent to give N-(2-(bis(2-pyridylmethyl)amino)ethyl)carbamic acid tert-butyl ester 5 (1.5 g, 91%) as yellow viscous oil. 1H NMR (400 MHz, CDCl3): delta 8.52 (d, 2H, J = 4.8 Hz), 7.60 (ddd, 2H, J = 7.2 Hz), 7.39 (d, 2H, J = 7.6 Hz), 7.12 (m, 2H), 5.82 (s, 1H), 3.85 (s, 4H), 3.21(m, 2H), 2.67 (t, 2H, J = 5.6 Hz), 1.43 (s, 9H) ppm.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,6959-47-3, 2-(Chloromethyl)pyridine hydrochloride, and friends who are interested can also refer to it.

Reference:
Article; Yan, Liwei; Ye, Zhongbin; Peng, Chunxiang; Zhang, Shihong; Tetrahedron; vol. 68; 12; (2012); p. 2725 – 2727;,
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. 5435-54-1, name is 3-Nitropyridin-4-ol. A new synthetic method of this compound is introduced below., Safety of 3-Nitropyridin-4-ol

To a suspension of 3-nitropyridin-4-ol (4.342 g, 31 mmol) in toluene (60 mL) was added POCl3 (11.6 mL, 124.4 mmol) at 0 C. The resulting mixture was warmed to room temperature, then heated to 110 C. for 14 hours. After cooling to room temperature, the solvent was removed in vacuo and the residue was poured into ice, and basified with saturated aqueous NH4Cl solution. The mixture was extracted with EtOAc (40 mL×2). The combined organic layers was washed with water, brine, dried (MgSO4) and concentrated to a brown oil, which solidified on standing. (3.68 g, 75% yield).1H NMR (DMSO-d6): delta ppm 9.23 (s, 1H), 8.80 (d, J=5.4 Hz, 1H), 7.91 (d, J=5.4 Hz, 1H).

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, 5435-54-1, 3-Nitropyridin-4-ol.

Reference:
Patent; ARDEA BIOSCIENCES; US2007/244164; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 944896-42-8, 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 944896-42-8, name is 6-Bromoimidazo[1,2-a]pyridine-3-carboxylic acid. This compound has unique chemical properties. The synthetic route is as follows.

[Step a] To a mixed solution of compound 1 (210 mg, 533 mumol) obtained in Reference Example 65, Step b, in dioxane (4.00 mL) and water (500 muL) were added potassium carbonate (170 mg, 1.23 mmol), compound 2 (, 100 mg, 415 mumol), bis(di-tert-butyl(4-dimethylaminophenyl)phosphine)dichloropalladium(II) (30 mg, 42.3 mumol), and the mixture was heated in a nitrogen atmosphere under microwave radiation at 150C, and stirred for 1 hr. The reaction solution was allowed to cool to room temperature, 1 M-hydrochloric acid (3.5 mL) was added, and the mixture was extracted with a tetrahydrofuran and ethyl acetate mixed solution (1:1). The aqueous layer was further extracted with a tetrahydrofuran and chloroform mixed solution (1:1), and the organic layers were combined, washed with saturated brine, and concentrated. The residue was subjected to solid phase extraction purification with a cation exchange resin column (Waters, PoraPak, RxnCX), and the obtained solid was suspended and washed in ethyl acetate (2.00 mL) to give compound 3 (70.0 mg, 39.4%).

According to the analysis of related databases, 944896-42-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Mitsubishi Tanabe Pharma Corporation; TAKAHASHI, Taichi; UMINO, Akinori; IIJIMA, Daisuke; TAKAMATSU, Hisayuki; (173 pag.)EP3135667; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1180132-17-5, 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 1180132-17-5 as follows.

Add to the microwave reaction flask7- [2-Chloro-5-fluoropyrimidin-4-yl) -5-fluoro-2,3-dihydro-1H-benzo [d] pyrrole [1,2-a] imidazole (100 mg, 0.33 mmol, Example 11 Preparation),5 – ((4-ethylpiperazin-1-yl) methyl) pyridin-2-amine(7 mg, 0.33 mmol, prepared in second step), sodium tert-butoxide (64 mg, 0.66 mmol), Pd2 (dba) 3 (30 mg, 0.033 mmol)XantPhos (38 mg, 0.066 mmol) and anhydrous 1,4-dioxane (5 mL).The mixture was microwave reacted at 150 C for 1 hour.Cooled to room temperature, extracted with water (10 mL), and ethyl acetate (40 mL x 3).The organic phases were combined, washed with saturated sodium chloride solution (40 mL x 2), 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 (15 mg, yellow solid)Yield 9.3%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1180132-17-5, its application will become more common.

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

Related Products of 27048-04-0, 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. 27048-04-0, name is 6-Chloro-3-nitropyridin-2-amine, molecular formula is C5H4ClN3O2, 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 mixture of 2-amino-6-chloro-3-nitropyridine (1, 5.7 g, 32.8 mmol), water (4.5 mL), c-H2SO4 (1.26 mL) and H5IO6 (1.59 g) was stirred for 15 min at 95 C. Iodine (3.6 g) was added in portions. The reaction mixture was stirred for 1 h at 95 C., cooled to room temperature, poured into sat. aqueous sodium thiosulfate solution and extracted with ethyl acetate. The organic layer was dried (Na2SO4), filtered and concentrated. The residue was purified by silica gel column chromatography (Hex/EtOAc=3/2) to give compound 2 (8.7 g, 29.1 mmol, 88%). 1H NMR (DMSO-d6, 300 MHz) delta8.62 (s, 1H), 8.26 (brs, 2H)

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 27048-04-0, 6-Chloro-3-nitropyridin-2-amine.

Reference:
Patent; Benner, Steven A; Hoshika, Shuichi; (37 pag.)US10059737; (2018); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 19798-80-2, 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. 19798-80-2, name is 4-Chloropyridin-2-amine, molecular formula is C5H5ClN2, 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 4-chloropyridin-2-amine (8 g, 62.2 mmol) in acetonitrile (600 mL) at rt was added NBS (11.08 g, 62.2 mmol) in portions and the reaction was stirred for 14 h. The reaction mixture was concentrated under reduced pressure. The residue was reconstituted in ethyl acetate and water. The organics were extracted with ethyl acetate (3*50 mL). The combined organic layers were washed with water (100 mL), brine (100 mL), and dried over sodium sulphate. The organics were concentrated under reduced pressure to afford 5-bromo-4-chloropyridin-2-amine as yellow solid (13 g, 99% yield) that was used without further purification in the next step. LCMS (ESI) m/e 207.0 [(M+H)+, calcd for C5H5BrClN2 206.9]; LC/MS retention time (method B): tR=0.8 min; 1H NMR (400 MHz, CDCl3) delta 8.17 (s, 1H), 6.63 (s, 1H), 4.59 (s, 2H).

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 19798-80-2, 4-Chloropyridin-2-amine.

Reference:
Patent; Bristol-Myers Squibb Company; Vrudhula, Vivekananda M.; Pan, Senliang; Rajamani, Ramkumar; Macor, John E.; Bronson, Joanne J.; Dzierba, Carolyn Diane; Nara, Susheel Jethanand; Karatholuvhu, Maheswaran Sivasamban; US2013/237555; (2013); 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. 5345-47-1, name is 2-Aminonicotinic acid. A new synthetic method of this compound is introduced below., category: pyridine-derivatives

Example 7 Synthesis of Compound 33 General Method for the SYNTHESIS of Compounds 26-44 [0096] This example illustrates Reaction Scheme IV. Preparation OF IVA : [0097] 2-Amino NICOTINIC acid (SOG, 0. 362 mole) was dissolved in 500ml methanol and treated with thionyl chloride (66MOL, 107. 6g, 0. 905MOLLE) dropwise over 30 min. Reaction mixture was heated to reflux for 3 days. Removed solvent under vacuum, residue taken up in chloroform, washed with 5% HCl (50ml), 10% sodium bicarbonate (50ml), water, and chloroform layer dried over sodium sulfate (ANH). Removed solvent to give 27G product (49. 1 % yield).

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, 5345-47-1, 2-Aminonicotinic acid.

Reference:
Patent; SCIOS INC.; WO2005/32481; (2005); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem