Day: March 23, 2022

Application of 15103-48-7 ,Some common heterocyclic compound, 15103-48-7, molecular formula is C5H5NO3S, 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 first host ligand in Example 1 was prepared as follows:2-Bromopyridine (4.17 g, 26.39 mmol),2,4-difluorobenzeneboronic acid (5.00 g, 31.66 mmol),Tetrakistriphenylphosphine palladium (0.91 g, 0.79 mmol) and sodium carbonate were added(6.36 g, 60.00 mmol) was dissolved in 100 mL of tetrahydrofuran,The reaction was refluxed for 24 hours,Cool, add water and methylene chloride,The organic layer was concentrated by column chromatography as the firstA primary ligand of an aromatic ring linked azetidin(3.84 g, yield 76.18%).The aromatic rhizariazole (2.50 g, 13.08 mmol) as the first host ligand,And iridium trichloride (2.30 g, 6.23 mmol) were dissolved in 15 mL of ethoxyethanol,The mixture was refluxed for 12h,Iridium dimeric bridged complex was obtained.Then pyridine sulfonic acid (1.36 g, 6.23 mmol) and potassium carbonate (2.60 g, 18.70 mmol)To the above iridium dimeric bridged complex,At 120. Continue reflux 18h.Cooling system,Add water and methylene chloride,The organic phase was concentrated and subjected to column chromatography to obtain a iridium complex (1.01 g, yield: 21.5%) as a yellow solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,15103-48-7, its application will become more common.

Reference:
Patent; Anhui Yiruide New Materials Technology Co., Ltd.; Gao Ran; (37 pag.)CN107522745; (2017); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 944445-41-4, 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. 944445-41-4, name is 3-(Benzyloxy)-2-(chloromethyl)pyridine, molecular formula is C13H12ClNO, 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.

Stage B: 3-(Benzyloxy)-2-(methoxymethyl)pyridine The solution of 41 g (0.18 mol) of 3-(benzyloxy)-2-(chloromethyl)pyridine in 100 ml of methanol is added to the solution of sodium methoxide, prepared by adding 5.2 g (0.23 mol) of sodium to 150 ml of methanol. After refluxing for 3 hours under nitrogen, the solution is concentrated to dryness. The oil obtained is taken up in water and extracted with ethyl acetate. The organic solution is washed with a saturated aqueous solution of sodium chloride, dried over anhydrous sodium sulphate, and then concentrated to dryness. 39 g (97%) of a brown oil are obtained. 1H-NMR [(CD3)2SO, 250 MHz]: 8.15 (1H, d), 7.30-07.55 (7H, m), 5.22 (2H, s), 4.55 (2H, s), 3.31 (3H, s).

According to the analysis of related databases, 944445-41-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SANOFI-AVENTIS; US2009/69368; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 13472-56-5, Adding some certain compound to certain chemical reactions, such as: 13472-56-5, name is 2-Methoxy-5-methylpyridine,molecular formula is C7H9NO, 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 13472-56-5.

Add 6-methoxy-3-methylpyridine and dibenzoyl peroxide to the dichloromethane solvent, turn on the stirring, reduce the temperature in the ice-water bath to 20-30 C, and add the bromine in batches to the reaction solution. , Maintain the internal temperature below 40 C, add it, heat to reflux, and react for 24 hours. The specific reaction equation is as follows:The post-treatment process is: the reaction solution is cooled to 25-30 C, filtered under reduced pressure, and the filter cake is rinsed once with dichloromethane; the filtrate is washed three times with water; concentrated under reduced pressure until no liquid drips; petroleum ether is added to the concentrated solution, The amount of petroleum ether is 3.0-4.0 times that of 6-methoxy-3-methylpyridine, beaten at 25-30 C for 30min .; filtered under reduced pressure, and the cake is dried under vacuum at 40-50 C to obtain 5- (dibromomethyl) Group) -2-methoxypyridine, yield 83.8%, purity was measured by HPLC method, and purity was 99%.Among them, the amount of methylene chloride is 4.0-5.0 times that of 6-methoxy-3-methylpyridineThe molar ratio of 6-methoxy-3-methylpyridine to the catalyst was 1: 0.01.The molar ratio of 6-methoxy-3-methylpyridine to bromine is 1: 2.6.

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. 13472-56-5, 2-Methoxy-5-methylpyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Nanjing Habo Pharmaceutical Technology Co., Ltd.; Zhao Xiaolin; Cui Jiayi; Wang Jinzhu; Zhao Bing; Ai Yangbao; (10 pag.)CN110878043; (2020); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 98121-41-6, 3-Amino-5,6-dichloropyridine, 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, 98121-41-6, blongs to pyridine-derivatives compound. name: 3-Amino-5,6-dichloropyridine

EXAMPLE 11 5,6-dichloro-3-pyridinol Process (a) 8.15 g (50 mmol) of 3-amino-5,6-dichloropyridine were dissolved in 100 ml of 8N H2 SO4 and diazotized at 0 C. using 3.55 g (53 mmol) of sodium nitrite in 9 ml of water. The cold diazonium salt solution was added dropwise to 100 C. warm 60% strength sulfuric acid. After completion of the nitrogen elimination, the mixture was neutralized and extractively distilled using toluene. The dried toluene phase was concentrated by evaporation and the residue was recrystallized repeatedly from toluene. Melting point 184-185 C.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,98121-41-6, its application will become more common.

Reference:
Patent; Hoechst Aktiengesellschaft; US4756739; (1988); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1064783-29-4, 5-Chloro-3-fluoro-2-nitropyridine, 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, 1064783-29-4, blongs to pyridine-derivatives compound. Formula: C5H2ClFN2O2

To the solution of 31 (1.0g, 4.2 mmol) in dried THF (10mL) was added potassium tert-butoxide (517.0 mg, 4.6mmol) , the miture was stirred at room temperature for 10min, then added 2-nitro-3-fluoro-5-chloropyridine (741.0 mg, 4.6 mmol) , and stirred at room temperature for 1h. The mixture was quenched by the addition of 10g silica gel, and purified by column chromatography to give the desired product (1.50g, 95%)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1064783-29-4, its application will become more common.

Reference:
Patent; FUJIAN HAIXI PHARMACEUTICALS CO., LTD; FENG, Yan; WANG, Ruyong; LI, Junqing; ZHENG, Jianjia; LIAN, Xin; GONG, Xuan; FU, Yueli; KANG, Xinshan; (144 pag.)WO2019/174601; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 13210-52-1 , The common heterocyclic compound, 13210-52-1, name is 1-(3-Aminopyridin-4-yl)ethanone, molecular formula is C7H8N2O, 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-(2-Methyl-l,3-dioxolan-2-yl)pyridin-3-amine. The mixture of P- TOLUENESULFONIC ACID MONOHYDRATE (0.065 g, 0.340 mmol), ETHYLENE GLYCOL (0.379 mL, 6.80 mmol) and l-(3-aminopyridin-4- yl)ethanone (0.4631 g, 3.40 mmol) in Toluene (5 mL) was heat to reflux for over night. The reaction was diluted with ethyl acetate and washed with water three times. The ethyl acetate layer was separated, dried (Na2S04), filtered and concentrated. Flash column eluted with ethyl acetate in hexane from 0 to 25% to 50% gave the desired product (59.8 mg obtained, 8% yield) as a wax. MS(ES+) m/e 181 [M+H]+; 1H NMR (400MHz, CHLOROFORM-d) delta 8.01 (s, 1H), 7.95 (d, J=5.0 Hz, 1H), 7.18 (d, J=4.8 Hz, 1H), 4.46 (br. s., 2H), 4.09 – 4.04 (m, 2H), 3.82 – 3.77 (m, 2H), 1.66 (s, 3H).

The synthetic route of 13210-52-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; LUO, Guanglin; CHEN, Ling; DUBOWCHIK, Gene M.; JACUTIN-PORTE, Swanee E.; VRUDHULA, Vivekananda M.; PAN, Senliang; SIVAPRAKASAM, Prasanna; MACOR, John E.; WO2015/69594; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 195044-14-5, 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. 195044-14-5, name is 2-Bromo-6-tert-butylpyridine, molecular formula is C9H12BrN, 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 2-(2-methoxyethyl)-6-(methylthio)-1H-pyrazolo[3,4-d]pyrimidin-3(2H)-one (300 mg, 1.248 mmol, 1.0 eq) and 2-bromo-6-tert-butylpyridine (320 mg, 1.497 mmol, 1.2 eq) in dioxane (6 mL) was added potassium carbonate (344.7 mg, 2.496 mmol, 2.0 eq) and the resulting mixture was purged with nitrogen for 30 min followed by addition of copper iodide (47.53 mg, 0.249 mmol, 0.2 eq), and N,N’-dimethylethylenediamine (DMEDA) (44 mg, 0.499 mmol, 0.4 eq) and again purged with nitrogen for 30 min. The resultant mixture was heated at 110 C. for 5 h. Upon completion, the reaction mixture was diluted with water and extracted with EtOAc (150 mL*2). Combined organic layer was washed with water (50 mL) brine solution (50 mL), dried over anhydrous sodium sulphate and concentrated under reduced pressure to afford crude product, which was purified by flash chromatography (Teledyne Isco Rf+); compound eluting 50% EtOAc/Hexane to afford pure to afford 1-(6-tert-butylpyridin-2-yl)-2-(2-methoxyethyl)-6-(methylthio)-1H-pyrazolo[3,4-d]pyrimidin-3 (2H)-one (200 mg, 42.91%).

According to the analysis of related databases, 195044-14-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; giraFpharma LLC; Chakravarty, Sarvajit; PHAM, Son Minh; Kankanala, Jayakanth; AGARWAL, Anil Kumar; PUJALA, Brahmam; SONI, Sanjeev; ARYA, Satish K.; PALVE, Deepak; Gupta, Ashu; KUMAR, Varun; (498 pag.)US2019/106427; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 56057-19-3, Adding some certain compound to certain chemical reactions, such as: 56057-19-3, name is 6-Chloro-5-nitro-2-picoline,molecular formula is C6H5ClN2O2, 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 56057-19-3.

EXAMPLE P1 Preparation of 7-chloro-5-methyl-1H-pyrrolo[2,3-c]pyridine (P1.1) Vinylmagnesium bromide solution (1 M in THF, 111 mL, 111 mmol) was added dropwise at -78 C. to a solution of 2-chloro-3-nitro-6-picoline (6.19 g, 35.2 mmol) in THF (200 mL). The dry ice cooling bath was replaced by an ice/NaCl cooling bath, and the reaction mixture was allowed to reach RT over 18 h, then the reaction mixture was carefully treated with 20% aq. ammonium chloride solution (210 mL). The reaction mixture was extracted with ethyl acetate, the organic layer was dried (MgSO4), and evaporated. Chromatography of the residue (SiO2, heptane/ethyl acetate gradient) afforded the title compound (2.58 g, 44%). Orange solid, MS (EI) 166.1 (100, M+).

According to the analysis of related databases, 56057-19-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Kuehne, Holger; Luebbers, Thomas; Mattei, Patrizio; Maugeais, Cyrille; Pflieger, Philippe; Scalone, Michelangelo; US2007/185154; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 50501-38-7 , The common heterocyclic compound, 50501-38-7, name is 6-(Hydroxymethyl)picolinonitrile, molecular formula is C7H6N2O, 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: Hydroxy-methylpyridine 3b, 7, or 13, 1.9 mmol, was dissolved in 25 mL of 1,2-dichloroethane, 1.65 g (19 mmol) of activated manganese dioxide was added, and the mix-ture was stirred for 6 h at 50°C. The precipitate was filtered off, the filtrate was evaporated under reduced pressure, and the residue was used in the next step without additional purification.

The synthetic route of 50501-38-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Krinochkin; Kopchuk; Chepchugov; Kovalev; Zyryanov; Rusinov; Chupakhin; Russian Journal of Organic Chemistry; vol. 53; 7; (2017); p. 963 – 970; Zh. Org. Khim.; vol. 53; 7; (2017); p. 951 – 958,8;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 13296-04-3 ,Some common heterocyclic compound, 13296-04-3, molecular formula is C11H10N2, 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.

(13-1-1) Synthesis of 2-hydrazinopyridine-5-carboxylic acid In an amount of 50 g of 6-chloronicotinic acid was mixed with 300 mL of n-butanol, added with 80 g of hydrazine monohydrate and refluxed by heating for 10 hours. The reaction mixture was cooled and poured into 500 mL of diluted hydrochloric acid. The deposited crystal was collected by filtration, washed with water and dried to obtain the desired substance. Yield: 44.2 g, 90.9%.

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. 13296-04-3, 4-(Pyridin-4-yl)aniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; FUJI PHOTO FILM CO., LTD.; EP1362894; (2003); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem