Day: March 23, 2022

Application of 490-11-9, 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.490-11-9, name is Pyridine-3,4-dicarboxylicacid, molecular formula is C7H5NO4, molecular weight is 167.12, as common compound, the synthetic route is as follows.

Pyridine-3,4-dicarboxylic acid (40g, 0.24mmol) was added to SOCl2 (400mL) and heated to reflux for 80 deg C fo 3h. the solvent was distilled off under reduced pressure, at 0 added dropwise to methanol (200 mL), and stirred for half an hour at room temperature, the solvent was distilled off under reduced pressure, the solid was dissolved with ethyl acetate (a 500 mL), washed twice with saturated NaHCO3 solution, the organic phase was dried over anhydrous sodium sulfate, filtered, and concentrated to give the title compound (41g, yield 87.8 %)

Statistics shows that 490-11-9 is playing an increasingly important role. we look forward to future research findings about Pyridine-3,4-dicarboxylicacid.

Reference:
Patent; Shandong Xuan Bamboo Pharmaceutical Technology Co., Ltd.; Wu, Yong qian; (49 pag.)CN105461714; (2016); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 75806-86-9, 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. 75806-86-9, name is 2-Bromo-5-chloro-3-nitropyridine. A new synthetic method of this compound is introduced below.

A dry 250 mL flask was charged with 2-bromo-5-chloro- 3-niotatropyriotadiotane (24 g, 101 mmol), CuCN (19 g, 212 mmol) and DMF (100 mL) The resultant mixture was stirred at 1 10 0C for 2 hours The mixture was concentrated under reduced pressure Water (100 mL) was added and extracted with EtOAc (3 X 250 mL) The combined organic layer was washed with brine, dried (MgSO4) and filtered The solvent was evaporated the solvent in vacuo to afford a light yellow solid (15 g) which was used directly for the next step

At the same time, in my other blogs, there are other synthetic methods of this type of compound,75806-86-9, 2-Bromo-5-chloro-3-nitropyridine, and friends who are interested can also refer to it.

Reference:
Patent; CHEMOCENTRYX, INC.; WO2009/9740; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 139585-48-1, 2-Chloro-5-methoxypyridine, 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: 2-Chloro-5-methoxypyridine, blongs to pyridine-derivatives compound. Recommanded Product: 2-Chloro-5-methoxypyridine

(Step 6) Preparation of 8-(6-tert-butyl-1H-benzo[d]imidazol-2-yl)-4-(5-methoxypyridin-2-yl)-3,4-dihydro-2H-benzo[b][1,4]oxazine [117] To a solution of 4-(5-tert-butyl-1H-benzo[d]imidazol-2-yl)benzene amine 3.1 g (10 mmol) in toluene 10 mL were added 2-chloro-5-methoxy pyridine 1.5 g (10 mmol), Pd(OAc)2 0.1 g (0.5 mmol) and 2,2?-bis(diphenylphosphino)-1,1?-binaphthyl 0.5 g (0.8 mmol) and Cs2CO3 4.6 g (14 mmol), followed by stirring at 90C for 12 hrs. The reaction mixture was cooled to room temperature, concentrated under reduced pressure, and diluted with ethylacetate. The product thus formed was washed with a saturated sodium bicarbonate solution and a saturated NaCl solution, dried over magnesium sulfate and concentrated in a vacuum. The residue was purified by column chromatography (developing solvent: ethylacetate/hexane=2/3) to give 3.5 g of the title compound (yield 85%).[118] 1H NMR(MeOD-d4) delta : 8.04(d,1H, J=3.0Hz), 7.79(dd, 2H, J=7.8, 1.5Hz), 7.67(d, 1H, J=1.7Hz), 7.56(d, 1H, J=8.6Hz), 7.38(m, 2H), 7.25(d, 1H, J=9.0Hz), 7.17(dd, 1H, J=8.1, 1.4Hz), 6.95(t, 1H, J=8.0Hz), 4.52(t, 2H, J=4.4Hz), 3.99(t, 2H, J=4.4Hz), 3.86(s, 3H), 1.41 (s, 9H)

The synthetic route of 139585-48-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DAEWOONG PHARMACEUTICAL CO., LTD.; KIM, Ji Duck; YOON, Hong Chul; KIM, In Woo; CHO, Min Jae; LEE, In Young; LEE, Sang Ho; PARK, Eun Kyung; LIM, Kwon Jo; NAM, Sang Hyun; WO2012/50380; (2012); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 785762-99-4 ,Some common heterocyclic compound, 785762-99-4, molecular formula is C8H6F3NO2, 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.

(3) To a 250 ml single-mouth bottle, 3.5 g (0.094 mol, 1.0 eq) of sodium hydroxide and 18 ml of water (1 v/w) were added, and the mixture was stirred and dissolved. compound 785762-99-4 18 g (0.094 mol, 1.0 eq) was added to the system and the mixture was dissolved. After stirring at 25 C for 0.5 h, the reaction solution was concentrated. A pale yellow solid powder was obtained in a yield of 90.7%. The nuclear magnetic data is as follows:

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. 785762-99-4, 2-(5-(Trifluoromethyl)pyridin-2-yl)acetic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Hunan Huateng Pharmaceutical Co., Ltd.; Chen Min; (6 pag.)CN108997202; (2018); A;,
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. 73112-16-0, name is 2,6-Dibromo-4-methylpyridine, molecular formula is C6H5Br2N, 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. Safety of 2,6-Dibromo-4-methylpyridine

Step 1: Synthesis of (lS,4S)-ethyl 4-(6-bromo-4-methylpyridin-2-yl)-4-hydroxycyclohexane- carboxylate and (lR,4R)-ethyl 4-(6-bromo-4-methylpyridin-2-yl)-4-hydroxycyclohexane- carboxylate. (0253) (0254) (less polar by TLC) (more polar by TLC) (0255) A solution of 2,6-dibromo-4-methylpyridine (1.00 g, 3.98 mmol) in DCM (30 mL) was cooled to -78 C, and n-BuLi (2.5 M, 1.74 mL, 4.37 mmol) was added dropwise to the above solution at -78 C. The solution was stirred at -78 C for 15 minutes, followed by addition of ethyl 4-oxocyclohexanecarboxylate (811 mg, 4.77 mmol), and the resultant mixture was stirred at -78 C for 30 min. The mixture was then quenched by addition of saturated aqueous NH4C1 solution and extracted with DCM. Organic layers were combined, dried over sodium sulfate, filtered, and concentrated. The residue was purified by silica gel column (PE:EA = 2: 1) to give (lR,4R)-ethyl 4-(6-bromo-4-methylpyridin-2-yl)-4-hydroxycyclohexanecarboxylate (less polar by TLC, 500 mg, 36.7%) as a white solid, MS (ES+) Ci5H2oBrN03 requires: 341, found: 342 [M+H]+, and (lS,4S)-ethyl 4-(6-bromo-4-methylpyridin-2-yl)-4-hydroxycyclohexanecarboxylate (more polar by TLC, 500 mg, 36.7%) as a white solid. MS (ES+) Ci5H20BrNO3 requires: 341, found: 342 [M+H]+.

With the rapid development of chemical substances, we look forward to future research findings about 73112-16-0.

Reference:
Patent; BLUEPRINT MEDICINES CORPORATION; BRUBAKER, Jason, D.; KIM, Joseph, L.; WILSON, Kevin, J.; WILSON, Douglas; DIPIETRO, Lucian, V.; (84 pag.)WO2017/79140; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 1122-61-8, name is 4-Nitropyridine. This compound has unique chemical properties. The synthetic route is as follows. Safety of 4-Nitropyridine

General procedure: Nitroarene (0.5 mmol) and Pt-BNP 3 (9.8 mg, 2.5 mol%, 25 wt% of Pt by ICP-OES analysis) were taken in an oven dried reaction tube equipped with magnetic pellet. Water (2.0 mL)was added to the reaction tube and the resulting reaction mixture was stirred at room temperature under hydrogen atmosphere (using H2 balloon) and the reaction was monitored by TLC. After consumption of the starting material, crude product was extracted with ethyl acetate (3 × 20 mL). Then the organic phase was dried over Na2SO4 and concentrated in vacuum. The product was further purified by column chromatography using silica gel to yield pure aniline.

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, 1122-61-8, 4-Nitropyridine.

Reference:
Article; Kotha, Surya Srinivas; Sharma, Nidhi; Sekar, Govindasamy; Tetrahedron Letters; vol. 57; 13; (2016); p. 1410 – 1413;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1254073-41-0, 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. 1254073-41-0, name is 5-Fluoropicolinohydrazide. A new synthetic method of this compound is introduced below.

Into a solution of 5-fluoropyridine-2-carbohydrazide (1 g) in dichloromethane (30 mL) was mixed triethylamine (2.7 mL), and methyl chloroglyoxylate (0.59 mL) was added thereto under ice-cooling, followed by stirring at room temperature for 5 hours. p-Toluenesulfonyl chloride (1.23 g) was added thereto under ice-cooling, followed by stirring at room temperature overnight. To the reaction mixture was added water at room temperature to carry out liquid separation, and the organic layer was concentrated. After concentration, the obtained oily substance was dissolved in ethyl acetate. Together with the aqueous layer, liquid separation was carried out. The organic layer was washed with a saturated aqueous sodium hydrogen carbonate solution and saturated brine. The organic layer was dried over anhydrous magnesium sulfate, filtered, and concentrated. The obtained solid was collected by filtration while washing with a solvent (hexane:ethyl acetate=4:1) to obtain methyl 5-(5-fluoropyridin-2-yl)-1,3,4-oxadiazole-2-carboxylate (1.073 g) as a gray solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1254073-41-0, its application will become more common.

Reference:
Patent; Astellas Pharma Inc.; EP2511265; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 97944-43-9, 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 97944-43-9, name is 3-Bromo-5-methylpyridin-4-amine. This compound has unique chemical properties. The synthetic route is as follows.

A mixture of 3-bromo-5-methylpyridine-4-amine (5.00 g, 27 mmol), (0231) isopropenylboronic acid pinacol ester (6.70 g, 40 mmol), Pd(PPh3)4 (3.20 g, 2.70 mmol), l,4-dioxane (50 mL), and NaHCCh (sat. aq., 50 mL) was stirred under reflux for 16 h. Then the suspension was cooled and diluted with water and DCM until clear phase separation. The aqueous phase was extracted with DCM. The combined organic extracts were dried (MgS04), filtered and concentrated under reduced pressure. The crude mixture was purified by flash column chromatography (silica, mobile phase gradient: 0-3% 7N NFT/McOH in DCM). The residue was combined with another fraction (1.5 g) and dissolved in z-PrOH (20 mL). The mixture was treated with HC1 (6M in z-PrOH, 9 mL, 54 mmol) and stirred over the weekend. The mixture was ice- cooled and the product was collected by filtration to afford 1-67 (4.5 g, 76%) as a white solid.

According to the analysis of related databases, 97944-43-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; BARTOLOME-NEBREDA, Jose Manuel; TRABANCO-SUAREZ, Andres, Avelino; LEENAERTS, Joseph, Elisabeth; OEHLRICH, Daniel; BUIJNSTERS, Peter Jacobus Johannes Antonius; MARTINEZ LAMENCA, Carolina; VELTER, Adriana, Ingrid; VAN ROOSBROECK, Yves, Emiel, Maria; (110 pag.)WO2019/243533; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 58553-48-3, 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. 58553-48-3, name is 5-(Hydroxymethyl)picolinonitrile, molecular formula is C7H6N2O, 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.

Example 32A (6-Cyanopyridin-3-yl)methyl methanesulphonate; 3.51 ml (27.14 mmol) of N,N-diisopropylethylamine and 2.87 ml (25.05 mmol) of methanesulphonic acid chloride were added successively to a solution of 2.8 g (20.87 mmol) of 5-(hydroxymethyl)pyridine-2-carbonitrile [A. Ashimori et al., Chem. Pharm. Bull. 1990, 38 (9), 2446-2458] in 50 ml of anhydrous dichloromethane at 0 C. The reaction mixture was then stirred at RT for 1 h. 10 ml of water were then added, the phases were separated and the aqueous phase was extracted twice with approx. 10 ml of dichloromethane each time. The combined organic extracts were washed with saturated sodium chloride solution, dried over anhydrous magnesium sulphate, filtered and freed from the solvent on a rotary evaporator. The residue obtained was separated into its components by MPLC (silica gel, cyclohexane/ethyl acetate 1:1). 2.12 g (48% of theory) of the title compound (for the analytical data see below) and 1.51 g (47% of theory) of the compound described in Example 31A were obtained.1H-NMR (400 MHz, CDCl3, delta/ppm): 8.76 (d, 1H), 7.93 (dd, 1H), 7.78 (d, 1H), 5.32 (s, 2H), 3.10 (s, 3H).MS (DCI, NH3): m/z=213 [M+H]+, 230 [M+NH4]+.LC/MS (method F, ESIpos): Rt=0.57 min, m/z=213 [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 58553-48-3, 5-(Hydroxymethyl)picolinonitrile.

Reference:
Patent; BAYER SCHERING PHARMA AKTIENGESELLSCHAFT; US2011/312930; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 39891-09-3 ,Some common heterocyclic compound, 39891-09-3, molecular formula is C7H5ClN2, 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 a solution at-5 C of 44 mL of absolute ethanol in 155 mL of chloroform under nitrogen was added dropwise 45 mL of acetyl chloride. After 0.5 hours a solution of 8.46 g (55.4 MMOL) of Preparatory Compound E in 71 mL of chloroform was added dropwise keeping the temperature at 0 C or below. The mixture was then kept at 0 C for 4 hours and was then allowed to warm to room temperature overnight (about 22 C). Ethyl ether was added (350 mL) with cooling and the mixture was stirred for several minutes and was then filtered through a medium porosity sintered glass funnel always careful to keep a layer of ether over the white solid. After washing with an ample amount of ether, the solid/ether mixture was washed into a 1 L three-neck round-bottomed flask fitted with a mechanical stirrer and was then diluted with 400 mL of ether and was treated dropwise with 12.34 g (122 mmol, 2.2 equiv. ) of triethylamine in ether while cooling. The contents were stirred overnight under nitrogen. The mixture was filtered, the filtrate was dried over sodium sulfate and was concentrated to give 9.91 g (90%) of Preparatory Compound K, ethyl 2- (6-CHLORO-3-PYRIDINYL) ethanimidoate, as an oil.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,39891-09-3, its application will become more common.

Reference:
Patent; DOW AGROSCIENCES LLC; WO2004/57960; (2004); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem