Day: November 12, 2020

152460-10-1, 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. 152460-10-1, name is N-(5-Amino-2-methylphenyl)-4-(3-pyridyl)-2-pyrimidineamine, the common compound, a new synthetic route is introduced below.

General procedure: The imatinib analogs 3,4-R1,R2-N-(4-methyl-3(4-(pyridine-3-yl)pyrimidin-2-ylamino)phenyl)benzamide (R1 = R2 = H (1); R1 = H, R2 = SCH3 (2); R1 = NO2, R2 = H (3); R1 = NH2, R2 = H (4); R1 = R2 = NO (5)) and N-(4-methyl-3-(4-(pyridin-3-yl) pyrimidin-2-ylamino)phenyl)picolinamide (6) was synthesized following a modified procedure described in the literature16 as shown in Scheme 1. Briefly, an excess amount of benzoyl chloride compound 1b, 2b, 3b, 4b, 5b or 6b was added to a suspension of 6-methyl-N-(4-(pyridin-3-yl)pyrimidin-2-yl) benzene-1,3-diamine (0.5 g, 2 mmol) in dichloromethane (10 mL) containing TEA (0.58 mL, 4 mmol), and the mixture was reacted at 0 C for 4 h, and TLC of reaction mass indicated the absence of starting compound. The solution was then filtered and washed with dichloromethane, the excess dichloromethane was removed in vacuo, and the residue was purified by recrystallization from ethanol.

Statistics shows that 152460-10-1 is playing an increasingly important role. we look forward to future research findings about N-(5-Amino-2-methylphenyl)-4-(3-pyridyl)-2-pyrimidineamine.

Reference:
Article; Lue, Shuang; Luo, Qun; Hao, Xiang; Li, Xianchan; Ji, Liyun; Zheng, Wei; Wang, Fuyi; Bioorganic and Medicinal Chemistry Letters; vol. 21; 23; (2011); p. 6964 – 6968;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 571188-59-5, tert-Butyl 4-(6-aminopyridin-3-yl)piperazine-1-carboxylate, 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, 571188-59-5, blongs to pyridine-derivatives compound. 571188-59-5

To 2-chloro-4-cyclopentylamino-pyrimidine-5-carboxylic acid ethyl ester (-2 mmol) in butanol (1.7 mL) was added 4- (6-AMINO-PYRIDIN-3-YL)-PIPERAZINE-L- carboxylic acid tert-butyl ester (0.7g). This mixture was heated to 100 C. After 2 hrs, xylenes (2 mL) was added and the temperature was raised to 140 C. Heating was continued overnight. The mixture then was allowed to cool and diluted with ethyl acetate. The organic solution was washed twice with 1 M NAOH (aq), saturated ammonium chloride solution, then brine. After drying over magnesium sulfate, the solvents were evaporated and the residue was purified by chromatography on silica gel eluting with 35-45% ethyl acetate in hexanes to give 4- [6- (5-BROMO-4-CYCLOPENTYLAMINO-PYRIMIDIN-2-YLAMINO)-PYRIDIN-3-YL]- PIPERAZINE-1-CARBOXYLIC acid tert-butyl ester. MS (APCI) M++1 Calc’d, 519.18 ; Found, 520.0.

With the rapid development of chemical substances, we look forward to future research findings about 571188-59-5.

Reference:
Patent; WARNER-LAMBERT COMPANY LLC; WO2004/65378; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

1122-62-9 , The common heterocyclic compound, 1122-62-9, name is 1-(Pyridin-2-yl)ethanone, molecular formula is C7H7NO, 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.

(2-Bromoacetyl)pyridin-1-ium bromide (A): To a stuffed solution of 1-(pyridin-2- yl)ethan-1-one (2.0 g, 16.6 mmol) in Cd4 (60 ml), bromine (2.7 g, 16.60 mmol) was added dropwise. After complete addition the final reaction mixture was refluxed for 1 h. The precipitate was collected by filtration and washed 2-3 times with diethylether and dried to obtain compound A as a beige solid (2.94 g, 93%).

The synthetic route of 1122-62-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; VYOME BIOSCIENCES PVT. LTD.; SENGUPTA, Shiladitya; GHOSH, Shamik; GHOSH, Sumana; SINHA, Mau; SADHASIVAM, Suresh; BHATTACHARYYA, Anamika; MAVUDURU, Siva Ganesh; TANDON, Nupur; KUMAR, Deepak; (149 pag.)WO2017/17631; (2017); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

620-08-6, Adding a certain compound to certain chemical reactions, such as: 620-08-6, 4-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, 620-08-6, blongs to pyridine-derivatives compound.

General procedure: According to the raw material ratio of Table 1, a copper additive, elemental iodine, alkali, aryl ethyl ketone (IV), pyridine derivative (III), electron-deficient olefin (II) and organic solvent 1 ml were added to a 10 ml sealed tube, and the mixture was stirred and mixed uniformly. In Table 1, A is cuprous chloride; B is cuprous iodide; C is sodium carbonate; D is potassium carbonate; E is N-methylpyrrolidone; and F is N,N-dimethylformamide. After completion of the reaction according to the reaction conditions of Table 2, the reaction solution was transferred to a separatory funnel containing 10% sodium thiosulfate solution, and the aqueous phase was extracted three times with ethyl acetate. The mixture was dried, filtered, and the filtrate was added to a silica gel mixture, and the solvent was evaporated to dryness, and purified by silica gel column chromatography (eluent ethyl acetate and petroleum ether mixture) to obtain the corresponding C-3 arylformylpyridazine compound (I)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,620-08-6, its application will become more common.

Reference:
Patent; Guizhou Chinese Academy Of Sciences Natural Result Chemical Emphasis Experiment Shi (Guizhou Medical University Natural Result Chemical Emphasis Experiment Shi); Yang Yuzhu; Fang Youlai; Liu Xiaolan; He Lisheng; (14 pag.)CN110156776; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

1990-90-5 , The common heterocyclic compound, 1990-90-5, name is 3-Methylpyridin-4-amine, molecular formula is C6H8N2, 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 of 2-(5-Chloro-2-fluoro-phenyl)-4-iodo-6,6-dimethyl-6,7-dihydro-5H- cyclopentapyrimidine (100 mg, 0.25 mmol), 3-Methyl-pyridin-4-ylamine (30 mg,0.27 mmol), Pd(OAc)2 (3 mg, 12.42 mumol) and itoc-BINAP (12 mg, 18.63 mumol) in dry dioxane (3 mL) was added Cs2CO3 (121 mg, 0.37 mmol). The mixture was heated for 48 h at 85C, cooled and evaporated. HPLC purification gave, after lyophilization, the desired product of formula (60) as the TFA salt, which was a white solid (6.4 mg)

The synthetic route of 1990-90-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TIBOTEC PHARMACEUTICALS LTD.; WO2006/35061; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

624-28-2, 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. 624-28-2, name is 2,5-Dibromopyridine, the common compound, a new synthetic route is introduced below.

A solution of 2,5-dibromopyridine (1.5 g, 6.3 mmol), L-Proline (0.08 g, 1.3 mmol), pyrrolidine (0.9 g, 0.0125 mol), AcOK (3.2 g, 33 mmol) and Cu I (0.3 g, 1.3 mmol) in DMF (40 mL) was stirred under N2 and at 850C for 12 h. The solution was filtered to remove the catalyst. The residue was diluted with H2O and was extracted with EA. The organic layer was washed with brine, dried over Na2SO4 and filtered. The filtrate was evaporated to give the target product (0.9 g, 63%). MS (m/z) (Mf+H): 243, 245.

Statistics shows that 624-28-2 is playing an increasingly important role. we look forward to future research findings about 2,5-Dibromopyridine.

Reference:
Patent; PROGENICS PHARMACEUTICALS, INC.; WO2009/155527; (2009); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

5223-06-3, Adding some certain compound to certain chemical reactions, such as: 5223-06-3, name is 2-(5-Ethylpyridin-2-yl)ethanol,molecular formula is C9H13NO, 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 5223-06-3.

General procedure: To a solution of A1B1 (1.0mmol) and triphenylphosphine (1.5mmol) in anhydrous tetrahydrofuran (3mL), added C1 or C2 (2.0mmol) and dropwise added diethyl azodicarboxylate (DEAD, 1.5mmol) in anhydrous and anoxybiotic conditions. The reaction mixture was stirred at-2C for 30min, and then stirred at room temperature for 24h. After completion of reaction was monitored through TLC, the reaction mixture was filtered and washed with ether and saturated salt water to get products because there would be a solid precipitate.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 5223-06-3.

Reference:
Article; Wang, Fang; Sun, Jun-Rong; Huang, Mei-Yan; Wang, Hui-Ying; Sun, Ping-Hua; Lin, Jing; Chen, Wei-Min; European Journal of Medicinal Chemistry; vol. 72; (2014); p. 35 – 45;,
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 98-98-6, name is Picolinic acid. This compound has unique chemical properties. The synthetic route is as follows. 98-98-6

[00091] 4-Chloropicolinic acid methyl ester (CYD-1-1). A mixture of picolinic acid (10.0 g, 81.0 mmol, 1 equiv.) and sodium bromide (16.7 g, 162.0 mmol, 2 equiv.) in thionyl chloride (41 mL) was refluxed for 5 h at 80C. After that, the solvent was removed under the vacuum at 85C to afford the brown residue. 80 mL of anhydrous methanol was slowly added into the residue and the mixture was stirred at room temperature for half an hour. The solvent was evaporated, and the residue was taken up in the saturated sodium bicarbonate and extracted with ethyl acetate (three times). The organic layers were combined, washed with saturated brine, dried over anhydrous Na2S04 and evaporated. The residue was purified by silica gel column; eluting with 33% EtOAc in hexane afforded 4-chloropicolinic acid methyl ester (CYD-1-1) (8.0 g, 64%) as a brown solid; silica gel TLC Rf = 0.15 (1 :3 EtOAc/hexane); mp 55-56C; 1H NMR (600 MHz, CDC13) delta 8.67 (d, 1H, J = 4.8 Hz), 8.16 (d, 1H, J = 1.8 Hz), 7.51 (m, 1H), 4.04 (s, 3H).

Statistics shows that 98-98-6 is playing an increasingly important role. we look forward to future research findings about Picolinic acid.

Reference:
Patent; THE BOARD OF REGENTS OF THE UNIVERSITY OF TEXAS SYSTEM; ZHOU, Jia; DING, Chunyong; CUNNINGHAM, Kathryn, A.; WO2013/86266; (2013); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

5470-70-2, 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 5470-70-2 as follows.

A solution of methyl 6-.methylnicolinate (15 g, 9934 n:imoi) and m-CPBA (18,8 g, 109.3mmol) in DCM (100 rnL) was stirred at room temperature for 4 hours. The reaction mixture wasquenched with 200 mL of saturated aqueous Na2SO3 and 100 mL of saturated aqueous NaHCO3. The resulting mixture was extracted with EA (20() mLx3), The combined EA layer was washed with brine and dried over Na2SO4. Filtered and the filtrate was concentrated. The residue was purified by colunm chromatography on silica gel (PE/EtOAc = 5/i) to afford 5-(methoxycarbonyi)-2-methylpyridine 1-oxide as a solid. MS-ESI (m/z): 168.2 (M+1) (LC-MSmethod 1); Ret. time: 0.32 mm).

The chemical industry reduces the impact on the environment during synthesis 5470-70-2, I believe this compound will play a more active role in future production and life.

Reference:
Patent; MERCK SHARP & DOHME CORP.; LIU, Jian; KOZLOWSKI, Joseph A.; BOGA, Sobhana Babu; GAO, Xiaolei; GUIADEEN, Deodialsingh; CAI, Jiaqiang; LIU, Shilan; WANG, Dahai; WU, Hao; YANG, Chundao; (261 pag.)WO2016/106628; (2016); 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 74115-13-2, name is 5-Bromo-3-pyridinol. This compound has unique chemical properties. The synthetic route is as follows. 74115-13-2

Di-tert-butyl dicarbonate (4.3 g, 19.7 mmol) was added to a cold (O0C) mixture of 2-(S)- pyrrolidinemethanol 4 (2 g, 19.7 mmol) and triethylamine (2.8 mL, 20 mmol). After the mixture was stirred at room temperature for 30 min, 20 mL of dichloromethane were added and washed with saturated NaHCCbeta (2 x 20 mL) and water (1 x 20 mL). The organic layer was dried (MgSO4), filtered, and concentrated to provide l-BOC-2-(S)-pyrrolidinemethanol 5 (3.5 g, 88%) in >95% purity (MS, m/z, 224 (65%, [M+Na]+). Diethyl azodicarboxylate (DEAD) (1.8 mL, 12 mmol) was added to a solution of triphenylphosphine (3.1 g, 12 mmol) in anhydrous tetrahydrofuran (THF) (30 mL) at O0C, and the mixture was stirred for 30 min. A solution of l-BOC-2-(S)-pyrrolidinemethanol (5) (2 g, 10 mmol) in 5 mL THF and 3- bromo-5-hydroxypyridine (3) (2 g, 11.4 mmol) in 5 mL THF was added at O0C. The reaction mixture was allowed to stand at room temperature for 24 h. The solvent was removed by rotary evaporation and the residue was dissolved in dichloromethane (100 mL) and washed with saturated NaHCO3 (50 mL) and water (3 x 50 mL). The organic solution was dried over anhydrous MgSO4, filtered, and concentrated to oil. The crude oil was purified by silica column chromatography (hexane/ethyl acetate, 1 :1) to afford the title compound 6 (1.56 g, 44%). NMR: (CDC13, 500 MHz) -ppm: 8.26 (dd, 2H, J = 15, 1.8 Hz), 7.37 (t,lH, J = 2.4 Hz), 3.92 (dm, 2H, J = 34.7 Hz), 3.54 (m, IH), 3.01 (m, 2H), 1.93 (m, 2H), 1.79 (m, 2H), 1.65 (s, 9H). MS, m/z, 379, 381 (5%, [M+Na]+).

Statistics shows that 74115-13-2 is playing an increasingly important role. we look forward to future research findings about 5-Bromo-3-pyridinol.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; WO2006/86068; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem