Day: April 15, 2022

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

Application of 885277-48-5, 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.885277-48-5, name is Methyl 2-bromo-6-methylnicotinate, molecular formula is C8H8BrNO2, molecular weight is 230.06, as common compound, the synthetic route is as follows.

Na2C03 (8.43 g, 80 mmol) was added to a solution of methyl 2-bromo-6-methylnicotinate (6.1 g, 26.5 mmol) and methyl acrylate (6.08 mL, 67.1 mmol) in mixture of DMA (16.99 mL, 181 mmol) and toluene (55 mL) at room temperature. Then the reaction mixture was degassed for 15 min. Tri-r olyl phosphine (0.807 g, 2.65 mmol) and allylpalladium chloride dimer (0.4850 g, 1.326 mmol) were added and the reaction mixture was stirred at 115 C in sealed tube for 5 h. Filtered through pad of Celite, and the filtrate was concentrated under reduced pressure. The resultant crude compound was purified by flash column chromatography on 100-200 mesh silica gel using 20% EtO Ac/pet-ether as an eluent to obtained (///-methyl 2-(3-methoxy-3-oxoprop-l- en-l-yl)-6-methylnicotinate (3.30 g, 43.0% yield) as a colorless oil. 1H NMR (400 MHz, CDCE): d 8.53 (dd, /= 1.2, 15.2 Hz, 1H), 8.22 (d, /= 6.8 Hz, 1H), 7.20-7.11 (m, 2H), 3.94 (s, 3H), 3.82 (s, 3H), 2.60 (s, 3H). LCMS (ES) m/z 236.09 (M+H)+

The chemical industry reduces the impact on the environment during synthesis 885277-48-5, I believe this compound will play a more active role in future production and life.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; BANDYOPADHYAY, Anish; CHEUNG, Mui; EIDAM, Hilary Schenck; JOSHI, Hemant; SU, Dai-Shi; (128 pag.)WO2019/149959; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 194673-12-6, 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. 194673-12-6, name is Ethyl 6-oxo-2-(trifluoromethyl)-1,4,5,6-tetrahydropyridine-3-carboxylate, molecular formula is C9H10F3NO3, 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 solution of 6-hydroxy-2-trifluoromethyl-4, 5-dihydro-pyridine-3-carboxylic acid ethyl ester (Description 14) (4. 7 g, 19. 8 mmol, 1 eq) and N-bromo succinimide (3.51 g, 19. 8 mmol, 1 eq) in 15 mL of carbon tetrachloride was heated under reflux for 20 h. The resulting precipitate was filtered off and the filtrate was concentrated under reduced pressure to afford a brownish solid that was purified by flash chromatography (silica gel, eluent gradient: from hexane/ethyl acetate 9: 1 to hexane/ethyl acetate 8: 2). The title compound was obtained as a white solid (4.3 g, yield = 92%). LC-MS (ESI+), MH+: 236.

According to the analysis of related databases, 194673-12-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLAXO GROUP LIMITED; DOUGHTY, Jennifer, Margaret; WO2005/74939; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1033203-41-6 ,Some common heterocyclic compound, 1033203-41-6, molecular formula is C5H6BrN3, 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.

A mixture of 6-bromopyridine-3,4-diamine (100 mg, 0.53 mmol) and lH-pyrazole-4-carboxylic acid (60 mg, 0.53 mmol) in polyphosphoric acid (1 g) was heated in a sealed vial at 200 C for 18 h. The reaction mixture was diluted with water and made basic by addition of NaOH (50% aq.) and a white precipitate formed. The solid thus formed was collected by filtration and washed with water to afford the title compound (150mg, quant.). LCMS (ESI): [M+H]+ 264.1.

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. 1033203-41-6, 6-Bromopyridine-3,4-diamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GENENTECH, INC.; BRYAN, Marian C.; CHAN, Bryan; HANAN, Emily; HEFFRON, Timothy; PURKEY, Hans; ELLIOTT, Richard Leonard; HEALD, Robert; KNIGHT, Jamie; LAINCHBURY, Michael; SEWARD, Eileen M.; WO2014/81718; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 670253-37-9, 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.670253-37-9, name is 4-Chloro-5-iodopyridin-2-amine, molecular formula is C5H4ClIN2, molecular weight is 254.46, as common compound, the synthetic route is as follows.

General procedure: A mixture of 30 (500mg, 2.67mmol), Zn(CN)2 (188mg, 1.60mmol), Pd2(dba)3 (122mg, 0.13mmol), and dppf (148mg, 0.27mmol) was added degassed DMF/ H2O (99:1, 3.1mL). The reaction mixture was heated using conventional heating at 120C for 24h. The resulting mixture was cooled to rt, and sat. aq. NH4Cl/ conc. NH3/H2O (4:1:4, 10mL) was added resulting in precipitation. The mixture was cooled to 0C and filtered. The precipitate was washed with sat. aq. NH4Cl/conc. NH3/H2O (4:1:4, 10mL) and H2O at 5C and dried under vacuum affording the product as dark orange solid (279mg, 78%).

The chemical industry reduces the impact on the environment during synthesis 670253-37-9, I believe this compound will play a more active role in future production and life.

Reference:
Article; Petersen, Jette G.; S°rensen, Troels; Damgaard, Maria; Nielsen, Birgitte; Jensen, Anders A.; Balle, Thomas; Bergmann, Rikke; Fr°lund, Bente; European Journal of Medicinal Chemistry; vol. 84; (2014); p. 404 – 416;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem