Month: November 2020

1990-90-5, 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. 1990-90-5, name is 3-Methylpyridin-4-amine, molecular formula is C6H8N2, 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 suspension of the imino chloride [(500MG,] 1. [42MMOL)] in dioxane [(5ML)] was added Pd2 (dba) 3 (65mg, 0. [07MMOL)] followed by BINAP (66mg, [0.] [1] [LMMOL),] 4-amino-3-picoline (230mg, 2. [13MMOL)] and NaO’Bu (273mg, 2. [84MMOL).] The reaction mixture was heated to [90C] for 15h. The reaction mixture was cooled to r. t. and filtered through Celite and the crude 219002029440 material purified by flash column chromatography to give (152 mg, 24% yield) as a cream colored solid. ESMS: 440 [(M+).]

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. 1990-90-5, 3-Methylpyridin-4-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SCIOS INC.; WO2004/24159; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 5398-44-7, name is 2,6-Dichloroisonicotinic acid. This compound has unique chemical properties. The synthetic route is as follows. 5398-44-7

a) To a solution of 2,6-dichloroisonicotinic acid (200 g, 1.04 mol) in methanol (3 L), 32% aq. NaOH (770 mL) is added. The stirred mixture becomes warm (34 C.) and is then heated to 70 C. for 4 h before it is cooled to rt. The mixture is neutralised by adding 32% aq. HCl (100 mL) and 25% aq. HCl (700 mL). The mixture is stirred at rt overnight. The white precipitate that forms is collected, washed with methanol and dried. The filtrate is evaporated and the residue is suspended in water (200 mL). The resulting mixture is heated to 60 C. Solid material is collected, washed with water and dried. The combined crops give 2-chloro-6-methoxy-isonicotinic acid (183 g) as a white solid; LC-MS: tR=0.80 min, [M+1]+=187.93.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 5398-44-7, 2,6-Dichloroisonicotinic acid.

Reference:
Patent; Bolli, Martin; Lescop, Cyrille; Mathys, Boris; Morrison, Keith; Mueller, Claus; Nayler, Oliver; Steiner, Beat; US2012/108638; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

609-71-2, 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. 609-71-2, name is 2-Oxo-1,2-dihydropyridine-3-carboxylic acid, molecular formula is C6H5NO3, 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 solution of 2-hydroxynicotinic acid (3-067-01) (50 g) in methanol (500 ml) were added conc. sulfuric acid (15 ml) and toluene (100 mL) at room temperature. After the reaction mixture was stirred for 28 h attached Dienstark reflux tube and neutralized with an aqueous potassium carbonate solution, the solvent was evaporated. To the residue were added aqueous saturated ammonium chloride solution and chloroform, and the organic layer was separated, and the aqueous layer was extracted with chloroform. The combined organic layers were dried over anhydrous magnesium sulfate, and evaporated under reduced pressure to give 2-hydroxynicotinic acid methyl ester (3-067-02) (46 g, 84%) as a white solid.<1>H NMR (300 MHz, CDCl3): delta 3.92 (s, 3H), 6.45 (dd, J = 7.3, 6.4 Hz, 1H), 7.78 (dd, J = 6.4, 2.4 Hz, 1H), 8.29 (dd, J = 7.3, 2.4 Hz, 1H).

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. 609-71-2, 2-Oxo-1,2-dihydropyridine-3-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SHIONOGI & CO., LTD.; EP1357111; (2003); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

624-28-2, 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 624-28-2, name is 2,5-Dibromopyridine. This compound has unique chemical properties. The synthetic route is as follows.

Intermediate 16: N-methyl-5-(tributylstannyl)pyridin-2-amine 2,5-Dibromopyridine (6 g, 25 mmol) in 40 ml 33% CH3NH2 in ethanol (13 eq.) was heated at 80 C. for 60 hours. After evaporation the solid residue was suspended in CH2Cl2, extracted 3* with 1 N HCl. The combined aqueous phase was neutralized with 2 N NaOH (pH-10-11), and then back extracted 3* with CH2Cl2. The combined CH2Cl2 phase was washed with water and dried over sodium sulfate. Concentration gave 4.457 g of 5-bromo-N-methylpyridin-2-amine as off-white solid. (yield: 95.3%).

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 624-28-2, 2,5-Dibromopyridine.

Reference:
Patent; MacDonald, James E.; Jeffrey, McKelvy F.; Wong-Staal, Flossie; US2011/117055; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

769-27-7 , The common heterocyclic compound, 769-27-7, name is 6-Amino-2,4-dimethylnicotinonitrile, molecular formula is C8H9N3, 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.

EXAMPLE 10 2,4-Dimethyl-6-nitronicotinamide (Compound No. 227) To a solution of 24 ml. of 30% fuming sulfuric acid and 12 ml. of 30% hydrogen peroxide was added dropwise with stirring and cooling in a dry ice-ethanol bath a solution of 2.0 g. of 6-amino-3-cyano-2,4-dimethylpyridine in 10 ml. of conc. sulfuric acid. The resulting mixture was stirred at room temperature for 5 hours. The reaction mixture was poured into ice-water, neutralized with sodium carbonate and extracted with ethyl acetate. The extract was dried over anhydrous sodium sulfate and the solvent was distilled off. The resulting oil was chromatographed over silica gel (developing solvent; benzene-ethyl acetate 1:1) to give 0.37 g. of 3-cyano-2,4-dimethyl-6-nitropyridine as yellow needles melting at 52-53 C.

According to the analysis of related databases, 769-27-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Sankyo Company Limited; US4054663; (1977); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

A common compound: 5470-70-2, name is Methyl 6-methylnicotinate,molecular formula is C8H9NO2, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below., 5470-70-2

[Step 1] Synthesis of methyl 6-bromomethylnicotinate methyl 6-methylnicotinate (1 g) was dissolved in carbon tetrachloride (100 ml), and N-bromosuccinimide (1.3 g) was added. The mixture was heated under reflux in an argon atmosphere for 8 hours, and allowed to cool. The precipitated crystals were removed by filtration, and the solvent was evaporated from the filtrate under reduced pressure. The residue was purified by silica gel column chromatography (eluent: hexane/methylene chloride=1:3) to obtain the title compound (540 mg, 35%). m.p.: 75.2-76.3 C. IR spectrum (KBr tab.) nucm-1: 1728, 1713, 1595, 1435, 1286, 1124, 1103. NMR spectrum (*DMSO-d6) delta ppm: 9.05 (1H, s), 8.34-8.30 (1H, m), 7.71 (1H, d, J=7.9 Hz), 4.77 (2H, s), 3.89 (3H, s).

With the rapid development of chemical substances, we look forward to future research findings about 5470-70-2.

Reference:
Patent; Mochida Pharmaceutical Co., Ltd.; US6018046; (2000); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Some common heterocyclic compound, 109-04-6, molecular formula is C5H4BrN, 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.109-04-6

To a -40 C. solution of 2.5 M n-BuLi (18 mL) in THF (300 mL) is added 2-bromopyridine (5.0 g, 32 mmol) over 15 min. The reaction is stirred for 1 h at -40 C., and then treated with 2-Amino-5-bromo-benzoic acid (6.9 g, 32 mmol) in THF (300 mL). The reaction is warmed to 0 C. and stirred for 2 h then quenched with TMSCl (3.4 g, 32 mmol). The reaction is stirred at room temperature for 30 min then cooled to 0 C. and quenched with 3M HCl (20 mL). The aqueous layer is separated and the organic layer is extracted with 3M HCl. The organic layer is basified with solid NaOH, the resulting mixture is extracted with EtOAc, and the organic layer is dried over Na2SO4, filtered and concentrated. The residue is purified by column chromatography on silica gel to give the desired product as a yellow solid. Yield: 5.50 g (62.7%) HPLC-MS: M+H=277/279; tRet=3.16 min; AM6

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 109-04-6.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; SMETHURST, Christian; ENGELHARDT, Harald; GIANNI, Davide; REISER, Ulrich; US2014/296230; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

698-51-1, 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. 698-51-1, name is 3,5-Dichloro-2,6-difluoropyridine, molecular formula is C5HCl2F2N, 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.

EXAMPLE 4 A reaction vessel was charged with 45.0 g (0.5 mole) of methyl glycolate and 13.3 g (0.125 mole) of anhydrous sodium carbonate. The resulting mixture was heated to 110 C. for 10 minutes, with methanol being allowed to strip off as it condensed. Thereafter 18.4 g (0.1 mole) of 3,5-dichloro-2,6-difluoropyridine was added to the reaction vessel, and the mixture was stirred at 110 C. for 1 hour. The stripped methanol (approximately 4 ml) and 64 g of fresh methanol were added to the slurry, which was refluxed for 1 hour at 70 C. and filtered. The filtrate was cooled to approximately 10 C. to give fine white crystals which were filtered, washed with cold methanol, and air dried. The resulting solid was further purified by being dissolved in warm perchloroethylene, filtered and cooled to give a solid precipitate. Filtration and air-drying gave 12.0 of a solid product which was identified by gas-liquid chromatography and nuclear magnetic resonance to be the desired product, 3,5-dichloro-6-fluoro-2-pyridinyloxyacetate, m.p. 72.2-73.0 C., of approximately 99% purity. The filtrates from the previous isolations were combined and concentrated by vacuum stripping. The residue was extracted twice with hot methylene chloride, and the filtered extracts were concentrated to remove the solvent, leaving 11.0 g of product which solidified on cooling.

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. 698-51-1, 3,5-Dichloro-2,6-difluoropyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; The Dow Chemical Company; US4127582; (1978); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 38875-53-5, name is 5-Bromo-2,3-diaminopyridine. This compound has unique chemical properties. The synthetic route is as follows. 38875-53-5

General procedure: 136 (360mg, 2.92mmol) and disuccinimido carbonate (749mg, 2.92mmol) were dissolved in chloroform (5mL) and heated at reflux for 48h under N2. The reaction was then concentrated, and the residue dissolved in a 1:3 mixture of CyHex/EtOAc (200mL) and heated to reflux for 10min. The reaction was then cooled and the precipitate filtered and dried to obtain 145 as a solid (210mg, 48%).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 38875-53-5, 5-Bromo-2,3-diaminopyridine.

Reference:
Article; Blackmore, Timothy R.; Jacobson, Jonathan; Jarman, Kate E.; Lewin, Sharon R.; Nguyen, William; Purcell, Damian F.; Sabroux, Helene Jousset; Sleebs, Brad E.; European Journal of Medicinal Chemistry; vol. 195; (2020);,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

133627-45-9, Adding a certain compound to certain chemical reactions, such as: 133627-45-9, 2-Chloro-4-methylpyridin-3-amine, 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, 133627-45-9, blongs to pyridine-derivatives compound.

Preparation process: 15 ml of acetone and 25 ml of acetic acid are added to a solution of 8 g of 2-chloro-3-amino-4-methylpyridine in 20 ml of dichloromethane.Add 6 ml of borane dimethyl sulfide solution at 0 C.It was then stirred at room temperature (r.t.) overnight.After the reaction was completed, a 25 wt% aqueous ammonia solution was added to adjust the pH to 8.After adding 50 ml of water, it was extracted three times with dichloromethane.The organic phase was collected and dried over anhydrous sodium sulfate,The crude product of product 1-3 was spin-dried and used directly in the next step (yellow oil).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,133627-45-9, its application will become more common.

Reference:
Patent; Nanjing Jianuolin Optoelectric Technology Co., Ltd.; Hang Xiaochun; Yin Junli; Liu Ruqing; (57 pag.)CN110615787; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem