Month: April 2022

Related Products of 84199-61-1, 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.84199-61-1, name is 3-Acetyl-2-bromopyridine, molecular formula is C7H6BrNO, molecular weight is 200.03, as common compound, the synthetic route is as follows.

4.2. Synthesis of compounds with formula 6: Reaction 1, 2, 4 and 5 of Scheme 1 The first step was made according to the following literature: M. Tiano, P. Belmont J. Organic Chem. 2008, 73, 4101-4109. The second step was carried out according to N. Nishiwaki, S. Minakata, M. Komatsu, Y. Ohshiro, Synlett 1990, 5, 273-275. Synthesis of 7-phenylquinolin-5-ol (6.1) for Example 12.7 6.1Step 1 (= reaction 1): 66 mg 3-Acetyl-2-bromopyridine, 56 mu?, phenylacetylene, 170 mu?, DIPEA, 22.5 mg triphenylphosphinpalladium(II) chlorid, 3 mg Cu(I)I were suspended in 1 mL DMF under argon atmosphere and stirred for 16 h at 25C. The mixture was diluted with DCM and extracted with diluted aq. NH3 and brine. The organic phase was concentrated and the mixture separated via flash chromatography (10 g Si02, cyclohexane cyclohexane /ethylacetate 70:30) to yield 40 mg l-(2-(phenylethynyl)pyridin-3-yl)ethanone as solid. Analysis: HPLC-MS : Rt = 1.21 min (method E), M+H = 222.

Statistics shows that 84199-61-1 is playing an increasingly important role. we look forward to future research findings about 3-Acetyl-2-bromopyridine.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; HOFFMANN, Matthias; BISCHOFF, Daniel; DAHMANN, Georg; KLICIC, Jasna; SCHAENZLE, Gerhard; WOLLIN, Stefan Ludwig Michael; CONVERS-REIGNIER, Serge Gaston; EAST, Stephen Peter; MARLIN, Frederic Jacques; MCCARTHY, Clive; SCOTT, John; WO2013/14060; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1097264-90-8, 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.1097264-90-8, name is 5-Fluoro-3-methoxypyridin-2-amine, molecular formula is C6H7FN2O, molecular weight is 142.13, as common compound, the synthetic route is as follows.

To a solution of 1,1-dimethylethyl (2S)-2-(3-bromo-2-oxopropyl)-1-piperidinecarboxylate D2 (0.19 g, 0.60 mmol) in DMF (1 ml), 5-fluoro-3-(methyloxy)-2-pyridinamine D48 (0.071 g, 0.50 mmol) was added and the mixture stirred at 80 C. for 2 h. The reaction mixture was eluted through a SCX column. Collected fractions gave 0.14 g of a crude oil containing a mixture of the title compound, the corresponding N-Boc protected derivative and some residual 5-fluoro-3-(methyloxy)-2-pyridinamine. The material was used in the next step without further purification. [N-Boc derivative data. MS: (ES/+) m/z: 364 (M+1). C19H26FN3O3 requires 363]. The crude (0.14 g) was dissolved in DCM (2 ml) and TFA (0.40 ml) was added at 0 C. The reaction was left under stirring for 1 h, then volatiles were removed under vacuum and the residue eluted through a SCX column. Collected fractions gave an oil (0.13 g) containing the title compound D49. The material was used in the next step without further purification. UPLC: rt=0.33 min, peak observed: 264 (M+1). C14H18FN3O requires 263.

Statistics shows that 1097264-90-8 is playing an increasingly important role. we look forward to future research findings about 5-Fluoro-3-methoxypyridin-2-amine.

Reference:
Patent; ALVARO, GIUSEPPE; AMANTINI, DAVID; BELVEDERE, SANDRO; US2009/22670; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 77837-09-3, 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.77837-09-3, name is Methyl 6-oxo-1-phenyl-1,6-dihydropyridine-3-carboxylate, molecular formula is C13H11NO3, molecular weight is 229.23, as common compound, the synthetic route is as follows.

Step 3; 6-Oxo-l -phenyl- 1 ,6-dihydropyridine-3-carboxylic acid:; Lithium hydroxide monohydrate (0.366 g, 8.73 mmol) was added to a mixture of methyl-6-oxo-l -phenyl- 1,6- dihydropyridine-3-carboxylate (1.0 g, 4.37 mmol), tetrahydrofuran (9 mL) and water (6 mL) at 0 C. The mixture was stirred for 1 hour, diluted with water and washed with ethyl acetate. The pH of the aqueous layer was adjusted to 2 using 2 N hydrochloric acid and the precipitate was filtered to give the title compound as a brown solid (0.740 g, 79%). m.p. 256-263 C; *H NMR (400 MHz, DMSO-d6) delta 6.53 (d, / = 9.4 Hz, 1H), 7.40-7.49 (m, 5H), 7.87 (dd, / = 2.5, 9.8 Hz , 1H), 8.23 (d, / = 2.5 Hz, 1H); IR (KBr) upsilon 3446, 1708, 1645, 1577, 1263, 1228 cm”1; MS 214 (M – 1).

The chemical industry reduces the impact on the environment during synthesis 77837-09-3, I believe this compound will play a more active role in future production and life.

Reference:
Patent; AUSPEX PHARMACEUTICALS, INC.; ZHANG, Chengzhi; SOMMERS, Andreas; WO2012/122165; (2012); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 67625-38-1, 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. 67625-38-1, name is Ethyl 6-chloroimidazo[1,2-a]pyridine-2-carboxylate. A new synthetic method of this compound is introduced below.

EXAMPLE 3 6-Chloro-N-(pyrazin-2-yl)imidazo[1,2-a]pyridine-2-carboxamide (No. 3 of the Table)400 mul of a 2M solution of trimethylaluminium in toluene are added dropwise to a solution, cooled to 0 C., of 120 mg of ethyl 6-chloroimidazo[1,2-a]pyridine-2-carboxylate and 61 mg of pyrazin-2-ylamine in 1.2 ml of toluene. The reaction mixture is heated at 70 C. for 16 hours. After evaporating the toluene, the residue is taken up in 0.1N hydrochloric acid and extracted with ethyl acetate. The combined organic phases are washed with aqueous sodium chloride solution, dried over sodium sulphate, filtered and concentrated under reduced pressure. The residue is triturated with ethyl ether to give 115 mg of 6-chloro-N-(pyrazin-2-yl)imidazo[1,2-a]pyridine-2-carboxamide in the form of a yellow solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,67625-38-1, Ethyl 6-chloroimidazo[1,2-a]pyridine-2-carboxylate, and friends who are interested can also refer to it.

Reference:
Patent; SANOFI-AVENTIS; US2010/317673; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 14916-65-5, 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. 14916-65-5, name is 6-Nitropyridin-3-amine, molecular formula is C5H5N3O2, 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.

4-chlorobenzaldehyde (84.3 g, 0.6 mol) 5-amino-2-nitropyridine (70.0 g, 0.5 mol) and acetic acid (7.2 g, 0.12 mol) were dissolved in ethanol (350 ml) and stirred at room temperature for 1 hour. The reaction system was heated to reflux and TLC was detected.After completion of the reaction, the reaction solution was cooled to room temperature and then filtered, and the filter cake was washed with ethanol (100 mL x 3)The crude oil was recrystallized to give yellow solid compound 28 (104.6 g, yield 80%).

According to the analysis of related databases, 14916-65-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Shanghai Haoyuan Bio-pharmaceutical Technology Co., Ltd.; Shanghai Haoyuan Pharmaceutical Co., Ltd.; Xia Junwei; Xun Hengqiao; Wang Yefa; Zhou Zhiguo; Gao Qiang; Zheng Baofu; (20 pag.)CN105017219; (2017); B;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 848500-12-9 ,Some common heterocyclic compound, 848500-12-9, molecular formula is C15H22BrN3O2, 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.

Step 6: tert-butyl 1-(6-(2-(benzyloxy)-1 , 1,3,3-tetramethyl-2,3-dihydro- 1H-inden-5- yl)pyridin-2-yl)piperidin-4-ylcarbamate:Nitrogen was bubbled through a solution of 2-(2-(benzyloxy)-1 ,1 ,3,3-tetramethyl-2,3- dihydro-1 H-inden-5-yl)-4,4,5,5-tetramethyl-1 ,3,2-dioxaborolane (0.148 g, 0.365 mmol) , tert-butyl 1 -(6-bromopyridin-2-yl)piperidin-4-ylcarbamate (0.100 g, 0.281 mmol)PdCI2(dppf) CH2CI2 (0.018 g, 0.022 mmol) and 2N aqueous sodium carbonate (0.291 mL, 0.561 mmol) in dioxane (1 .2 ml) for 10 min and subsequently heated at 90 °C for 15h. After cooling to room temperature, the reaction mixture was diluted with DCM/water and filtered through a phase separator cartridge. The filtrate was concentrated in vacuo and the residue purified by flash chromatography using a Biotage SP4 instrument to afford the title compound (0.039 g, 25percent).LCMS (Method F): RT = 2.06 min, M+H+ = 350; 1H NMR (500 MHz, CDCI3): 7.84 (d, 1 H), 7.70 (s, 1 H), 7.50 (t, 1 H), 7.40 (2, 2H), 7.38 (d, 2H), 7.30 (t, 1 H), 7.19 (d, 1 H), 7.05 (d, 1 H), 6.58 (d, 1 H), 4.80 (s, 2H), 4.49 (brs, 1 H), 4.31 (m, 2H), 3.71 (m, 2H), 3.02 (m, 2H), 2.02 (m, 2H), 1 .70 (m, 1 H), 1 .45 (s, 9H), 1 .39 (s, 3H), 1 .29 (s, 3H), 1 .27 (s, 3H).

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. 848500-12-9, tert-Butyl (1-(6-bromopyridin-2-yl)piperidin-4-yl)carbamate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ALMAC DISCOVERY LIMITED; HARRISON, Timothy; BURKAMP, Frank; JORDAN, Linda; BELL, Mark; JANSSEN, Dominic; MIEL, Hugues; MCFARLAND, Mary; WO2012/69852; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1052714-48-3, 6-Bromo-3-fluoropicolinic acid, 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, name: 6-Bromo-3-fluoropicolinic acid, blongs to pyridine-derivatives compound. name: 6-Bromo-3-fluoropicolinic acid

Into a vessel containing 50 mL of dimethylformamide (DMF) was dissolved lg Exp-10-g2 prepared in the previous step (4.55 mmol) and 0.70g of 3,5- dichlorobenzenamine. Into this solution were added 2.76 g HATU (7.27 mmol) and 1.39g triethylamine (TEA, 13.64 mmol). The reaction mixture thus prepared was stirred at RT overnight, then the mixture was poured into cool water and extracted with EtOAc. The combined organics were washed with brine, dried over MgS04, filtered, and concentrated under reduced pressure. The crude product thus obtained was purified on silica column chromatogram (PE/EtOAc = 15:1-1 : 1) to give 1.28 g of Exp-10-g3 (calculated yield 77.5%). The identity of the product was confirmed by mass spectroscopy in accordance with procedures described herein. MS (ESI): m/z 363, 365, 367, 369 (M+H)+

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1052714-48-3, 6-Bromo-3-fluoropicolinic acid, and friends who are interested can also refer to it.

Reference:
Patent; MERCK SHARP & DOHME CORP.; LIVERTON, Nigel; JONES, Philip; LEI, Zhiyu; LIU, Fuqing; LUO, Yunfu; DONG, Jingchao; SOLL, Richard; WO2013/63100; (2013); A1;,
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. 150114-71-9, name is 4-Amino-3,6-dichloropicolinic acid, the common compound, a new synthetic route is introduced below. Computed Properties of C6H4Cl2N2O2

2. Preparation of 2-Ethylhexyl 4-amino-3,6-dichloropyridine-2-carboxylate (Compound 2) To a solution of 2-ethylhexanol (10 mL) and sulfuric acid (1 mL) was added 4-amino-3,6-dichloro-pyridine-2-carboxylic acid (0.0097 mol, 2.0 g). After heating the reaction to reflux overnight, the reaction mixture was cooled, poured into water (75 mL), and extracted with ethyl acetate (75 mL). The organic phase was washed with sodium bicarbonate (75 mL), dried (Na2SO4), and concentrated. The resulting solid was recrystallized out of dichloromethane and hexane and filtered to give 2-ethylhexyl 4-amino-3,6-dichloropyridine-2-carboxylate (0.0074 mol, 2.36 g) as a crystalline solid (mp 55 C.). 1H NMR (CDCl3): delta 0.9 (7 H, m), 1.3 (7 H, m), 1.7 (1 H, m), 4.3 (2 H, d), 5.1 (2 H, bs), 6.7 (1 H, s).

The synthetic route of 150114-71-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Dow AgroSciences LLC; US6297197; (2001); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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.22280-60-0, name is 6-Chloro-2-methyl-3-nitropyridine, molecular formula is C6H5ClN2O2, molecular weight is 172.57, as common compound, the synthetic route is as follows.HPLC of Formula: C6H5ClN2O2

General procedure: To a solution of MeONa(obtained by dissolving 0.388 g (0.017 mol) of sodium metal in 15 mL of absolute MeOH) 0.016 mol2-chloropyridine 2a-d was added. The mixture was boiled for 4 h, the precipitated NaCl was filteredo, the filtrate was evaporated and the residue was chromatographed on a column (SiO2, chloroform).The yields, m.p. of products 3a-d and literature references are given in Table 1.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,22280-60-0, 6-Chloro-2-methyl-3-nitropyridine, and friends who are interested can also refer to it.

Reference:
Article; Babaev, Eugene V.; Rybakov, Victor B.; Molecules; vol. 25; 7; (2020);,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 879488-53-6, 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. 879488-53-6, name is 1-(6-Bromo-3-pyridyl)-4-methylpiperazine, molecular formula is C10H14BrN3, 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.

Under argon protection, a solution of compound B (1.3 g, 5.08 mmol) in tetrahydrofuran (20 ml) was cooled to -78 degrees Celsius, and n-butyllithium (2.5 M, 3 ml, 7.62 mmol) was slowly added dropwise. After the dropwise addition was completed, stirring was continued for 10 minutes, and tributyltin chloride (2.48 g, 7.62 mmol) was added.The reaction solution was slowly warmed to room temperature, quenched by adding potassium fluoride, and concentrated under reduced pressure. The crude product was purified by Combi-flash column chromatography [DCM: MeOH = 100: 0 to 95: 5] to obtain compound Z-1-1. (1.03 g, 45%).

According to the analysis of related databases, 879488-53-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Shanghai Haiyan Pharmaceutical Technology Co., Ltd.; Zhou Fusheng; Shi Xiaoyong; Huang Dong; Tang Wangqi; Wang Shengyuan; Zhao Jinzhu; Qiao Changjiang; Chen Xi; Lan Jiong; (28 pag.)CN110256446; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem