Day: September 7, 2021

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. 626-64-2, name is Pyridin-4-ol, the common compound, a new synthetic route is introduced below. SDS of cas: 626-64-2

General procedure: To a mixture of chlorinated derivatives of dihydropyrimidinonederivatives 4a-i (1 equiv.), potassium carbonate (2.5 equiv.) in acetonitrile,under 80 C was added different aryl/ heteroaryl alcohols(5a-k, 0.75 equiv.) and stirred under reflux till complete consumptionof the starting materials as determined by TLC. The solvent was thenremoved using rotary evaporator and extracted using ethyl acetate(25 mL×3) and water. The organic layer was concentrated under invacuo and the residue obtained was chromatographed on silica gel(elution with hexane/EtOAc=7:3-5:5) to provide the 2-oxo-6-(aryloxymethyl)-4-aryl/heteroaryl-1,2,3,4-tetrahydropyrimidine-5-carboxylatederivatives 6a-s in moderate to good yields.

The synthetic route of 626-64-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Sana, Sravani; Tokala, Ramya; Bajaj, Deepti Madanlal; Nagesh, Narayana; Bokara, Kiran Kumar; Kiranmai, Gaddam; Lakshmi, Uppu Jaya; Vadlamani, Swapna; Talla, Venu; Shankaraiah, Nagula; Bioorganic Chemistry; vol. 93; (2019);,
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. 7379-35-3, name is 4-Chloropyridine hydrochloride, the common compound, a new synthetic route is introduced below. Formula: C5H5Cl2N

Amine F-11: 2-(1-(Pyridin-4-yl)piperidin-4-yl)ethanamine dihydrochioride(i): Tert-butyl 2-(piperidin-4-yl)ethylcarbamate (0.2 g, 0.876 mmol), 4-chloro-pyridinium chloride (0.197 g, 1.314 mmol) and N-ethyl-diisopropylamine (0.37 ml, 2.19 mmol) were refluxed for 15 hours in 2-propanol (10 ml). Saturated sodium hydrogen carbonate solution (20 ml) and ethyl acetate (50 ml) were added, the phases were separated, and the aqueous phase was extracted with ethyl acetate (2.x.50 ml). The combined organic phases were dried over magnesium sulfate and concentrated in vacuo. The crude product was purified by column chromatography (silica gel, ethyl acetate/dichloromethane/methanol/ammonia (25percent aq.), 400:100:50:1). Yield: 80 mg (30percent).

The synthetic route of 7379-35-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GRUENENTHAL GmbH; US2010/173889; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 52605-98-8, 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.52605-98-8, name is 5-Bromo-2,3-dimethoxypyridine, molecular formula is C7H8BrNO2, molecular weight is 218.05, as common compound, the synthetic route is as follows.

5,6-Dimethoxynicotinaldehyde (42) To a solution of 5-bromo-2,3-dimethoxypyridine (41, 21.7 g, 99.5 mmol) in anhydrous tetrahydrofuran (200 mL) was dropwise added n-butyl lithium (48.0 mL, 2.5 mol/L in hexane) at -78 C. under N2. The mixture was stirred for at -78 C. for 1 h. Then N, N-dimethylformamide (16.2 mL) was added to the mixture at -78 C. The reaction mixture was stirred for another 30 min at -78 C. After the reaction was completed, the mixture was quenched by saturated NH4Cl(sat.), extracted with ethyl acetate, washed with brine, dried over anhydrous sodium sulfate and filtered. The filtrate was evaporated in vacuo. The residue was purified by flash chromatogram with ethyl acetate/petroleum ether (1:3) to afford 5,6-dimethoxynicotinaldehyde (42) as a yellow solid (13.5 g, 81%). ESI-MS, m/z=168 [M+H]+.

Statistics shows that 52605-98-8 is playing an increasingly important role. we look forward to future research findings about 5-Bromo-2,3-dimethoxypyridine.

Reference:
Patent; Tsai, Guochuan Emil; Wang, Ching-Cheng; Hsieh, Yuan-Ting; (53 pag.)US2019/112289; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 10366-35-5, 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. 10366-35-5, name is 2-Chloronicotinamide, molecular formula is C6H5ClN2O, 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.

General procedure: A microwave reaction tube was charged with an amide (1 equiv.), PdCl2(MeCN)2 (5 mol%) and BINAP (5 mol%), The tube was evacuated and backfilled with argon (3 times), and then dry DMF (4 mL/1 mmol of starting material), phenylacetylene (1.5 equiv.), and DBU (2 equiv.) were added. The mixture was sparged with argon for 5 min and then irradiated under microwaves at 120 C for 30 minutes. After cooling to room temperature, the solvent was partially removed in vacuo, then the mixture was diluted in EtOAc (10 mL), washed with water (5 mL) and brine (5 mL). The organic layer was dried over anhydrous Na2SO4, filtered, and evaporated. The crude product was purified by chromatography on silica gel to give the desired product.

According to the analysis of related databases, 10366-35-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Hellal, Malik; Cuny, Gregory D.; Tetrahedron Letters; vol. 52; 42; (2011); p. 5508 – 5511;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 71255-09-9, 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. 71255-09-9, name is 2-Methoxynicotinaldehyde, molecular formula is C7H7NO2, 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 1.8 M THF solution of LDA (0.45 mL, 0.81 mmol) was added to a -78 C THF solution (3 mL) of [2-(3-cyano-phenyl)-thieno[2,3-d]pyrimidin-4-yl]-bis-carbamic acid tert-butyl ester (310 mg, 0.68 mmol). After 3 min a THF solution (1 mL) of 2-methoxy-pyridine-3- carbaldehyde (0.09 mL, 0.81 mmol) was added and the reaction was warmed to room temperature. Saturated aqueous ammonium chloride was added and the crude reaction mixture was extracted with ethyl acetate. The combined extracts were dried (Na2SO4), concentrated and purified via column chromatography to give 130 mg of the title compound. 1H NMR (300 MHz, CHLOROFORM-d) delta 8.70 (t, J= 1.41 Hz, 1H), 8.63 (dt, J= 1.48, 7.96 Hz, 1H), 8.09 (dd, J = 1.79, 4.99 Hz, 1H), 7.62 – 7.70 (m, 2H), 7.46 – 7.54 (m, J = 8.10 Hz, 1H), 7.45 (d, J= 1.13 Hz, 1H), 7.33 (br. s., 1H), 6.89 (dd, J= 4.90, 7.35 Hz, 1H), 6.18 (d, J = 6.03 Hz, 1H), 3.95 (s, 3H), 3.36 (d, J= 6.03 Hz, 1H), 1.49 (s, 9H); 490 (M+H).

According to the analysis of related databases, 71255-09-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; BARBAY, J., Kent; LEONARD, Kristi; CHAKRAVARTY, Devraj; SHOOK, Brian, Christopher; WANG, Aihua; WO2010/45012; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 7379-35-3 ,Some common heterocyclic compound, 7379-35-3, molecular formula is C5H5Cl2N, 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.

A14c. General Method for Substituted Aniline Synthesis via Nucleophilic Aromatic Substitution using a Halopyridine; [] Step 1. Methyl(4-nitrophenyl)-4-pyridylamine: To a suspension of N-methyl-4-nitroaniline (2.0 g, 13.2 mmol) and K2CO3 (7.2 g, 52.2 mmol) in DMPU (30mL) was added 4-chloropyridine hydrochloride (2.36 g, 15.77 mmol). The reaction mixture was heated at 90 °C for 20 h, then cooled to room temperature. The resulting mixture was diluted with water (100 mL) and extracted with EtOAc (100 mL). The organic layer was washed with water (100 mL), dried (Na2SO4) and concentrated under reduced pressure. The residue was purified by column chromatography (silica gel, gradient from 80percent EtOAc /20percent hexanes to 100percent EtOAc) to afford methyl(4-nitrophenyl)-4-pyridylamine (0.42 g)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,7379-35-3, its application will become more common.

Reference:
Patent; Bayer Pharmaceuticals Corp.; EP1042305; (2005); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 145325-40-2 ,Some common heterocyclic compound, 145325-40-2, molecular formula is C9H6BrNO2S, 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.

4-Methylene-piperidine-1-carboxylic acid benzyl ester (250 mg, 1.08 mmol) is dissolved in a 0.5 M solution of 9-Bora-bicyclo[3.3.1]nonane in THF (2.16 ml, 1.08 mmol) and heated at 67C for 1.5 hour. The mixture was cooled and Pd C12 dppf (40.8 mg, 0.05 mmol), Cs2CO3 (0.98 g, 3.00 mmol) and a solution 4-Bromo-thieno[2,3-c]pyridine-2- carboxylic acid methyl ester (272 mg, 1.00 mmol) in p=Dioxane (3.0 ml) were added. The mixture was de-gassed and heated at 90C for 3 hours. The mixture was cooled and filtered through silica gel, chasing with EtOAc. The organic layer was concentrated and the residue was further purified by flash chromatography on silica gel using 4 : 1/ CH2CL2 : EtOAc , then 1 : 1/ CH2CL2 : EtOAc as eluant. Product fractions were combined and concentrated to yield 128 mg (30%) of 4-(1-Benzyloxycarbonyl piperidin-4-ylmethyl)-thieno@2,3-cJpyridine- 2-carboxylic acid methyl ester as a yellow solid; RP-HPLC (Table 1, Method M), Rt 2.40 min; m/z: (M + H) + 425.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,145325-40-2, its application will become more common.

Reference:
Patent; ABBOTT LABORATORIES; WO2005/110410; (2005); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 193902-78-2, Adding some certain compound to certain chemical reactions, such as: 193902-78-2, name is tert-Butyl 4-(5-nitropyridin-2-yl)piperazine-1-carboxylate,molecular formula is C14H20N4O4, 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 193902-78-2.

Place 4-(5-nitro-pyridin-2-yl)-piperazine-l-carboxylic acid tert-butyl ester (1.14 g, 3.70 mmol) in 1:1 EtOAc:MeOH (20 mL). Add 10% Pd on carbon using EtOAc (5 mL). Purge the reaction and then add hydrogen. Repeat the purge/fill cycle twice, and place the reaction under a balloon of hydrogen and stir at room temperature for 20 hours. Filter the reaction through a pad of Celite and wash the filter cake with EtOAc. Collect the filtrate and concentrate under reduced pressure to yield 1.01 g (98%) of the title compound. MS(ES): m/z = 279 [M+H].

According to the analysis of related databases, 193902-78-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ELI LILLY AND COMPANY; WO2007/53394; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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 1335210-23-5, name is 1-(2,2-Dimethoxyethyl)-5-methoxy-6-(methoxycarbonyl)-4-oxo-1,4-dihydropyridine-3-carboxylic acid. This compound has unique chemical properties. The synthetic route is as follows. category: pyridine-derivatives

100 g of compound (2) was charged along with acetonitrile 800 ml followed by acetic acid 100 ml and methane sulphonic acid 5 ml. The contents were heated at 70-80C and maintained for 6-8 hours. The reaction mass was cooled to room temperature and 52 g of compound (4) was added to it followed by addition of potassium carbonate 52.5 g. The reaction mass was stirred for 16-18 hours and 1000 ml of water was added to the reaction mass and then extracted with dichloromethane 1000 ml. The reaction mass was re-extracted two more times with dichloromethane. The combined organic layer was washed with water 500 ml and concentrated to get residue. 300 ml of methanol was charged to the residue and stirred for 30 minutes and then filtered. The residue was washed with methanol 50 ml and then dried and then recrystallized from dichloromethane / methyl tert-butyl ether to get pure compound (5).Yield-70gHPLC Purity: > 99.5 %

With the rapid development of chemical substances, we look forward to future research findings about 1335210-23-5.

Reference:
Patent; CIPLA LIMITED; PHULL, Manjinder Singh; RAO, Dharmaraj Ramachandra; BIRARI, Dilip Ramdas; (28 pag.)WO2018/229798; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 55934-01-5, 2,4,5-Trichloropyridine, 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, Application In Synthesis of 2,4,5-Trichloropyridine, blongs to pyridine-derivatives compound. Application In Synthesis of 2,4,5-Trichloropyridine

To a solution of 2,4,5-trichloropyridine (5 g, 27.4 mmol) in 150 ml of THF was added LDA (2 M in heptane, 20.56 ml, 41.1 mmol) at -78 C. The mixture was stirred at -78 C. for 1 hour. Then methyl formate (8.23 g, 137 mmol) in THF (20 mL) was added quickly into the reaction mixture followed by stirring at -78 C. for 1 hour. The reaction mixture was quenched with aqueous saturated NH4Cl solution and extracted with EtOAc three times. The combined organic layers were dried over anhydrous Na2SO4 and, volatiles were removed under reduced pressure. The residue was purified with silica-gel chromatography (10-100% EtOAc in heptane) to afford the desired compound as a solid (4.2 g, 73%). ESI-MS m/z: 211.8 [M+H]+ (Rt=0.86 min, LC-method 1), 1H NMR (400 MHz, DCM-d2) delta ppm=10.43 (s, 1H), 8.61 (s, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,55934-01-5, 2,4,5-Trichloropyridine, and friends who are interested can also refer to it.

Reference:
Patent; NOVARTIS AG; BARBE, Guillaume; BEBERNITZ, Gregory Raymond; GENG, Sicong; GULGEZE EFTHYMIOU, Hatice Belgin; LIAO, Lv; MA, Fupeng; MO, Ruowei; PARKER, David Thomas; PENG, Yunshan; PEUKERT, Stefan; YAMADA, Ken; YASOSHIMA, Kayo; (78 pag.)US2018/111932; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem