Day: August 23, 2021

Synthetic Route of 7379-35-3, 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 7379-35-3 as follows.

Example 18; Preparation of ter?-butyl-2-((4-mercaptopyridin-3-yl)methylthio)ethyl carbamate; ), DMF ) c H3OH h; Step 1 : LDA (0.11 mmol) was added to 4-chloropyridine 1 (15 g, 0.1 mol) in THF (250 mL) dropwise at -6O0C and stirred at this temperature for 1 hr. Then, DMF (9.3 mL, 0.12 mol) was added and stirred at rt overnight. The product was extracted with ethyl acetate from water. The combined organic layer was dried(Na2SO4), filtered and concentrated. The residue was purified by column chromatography (PE:EA = 10:1) to afford 4.6 g white solid, yield 65%. 1H NMR (400 MHz, CDCl3):10.51 (s, IH), 9.05 (s, IH), 8.08 (d, IH), 7.45 (d, IH).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,7379-35-3, its application will become more common.

Reference:
Patent; ACHAOGEN, INC.; WAGMAN, Allan, Scott; MOSER, Heinz, Ernst; WO2010/30811; (2010); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 106447-97-6, 2-Amino-4-(trifluoromethyl)pyridine, 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, Recommanded Product: 2-Amino-4-(trifluoromethyl)pyridine, blongs to pyridine-derivatives compound. Recommanded Product: 2-Amino-4-(trifluoromethyl)pyridine

Step 1: 5-Bromo-4-(trifluoromethyI)pyridin-2-amineTo a stirred solution of 4-(trifuioromethyl)pyridine-2amine (2.5 g, 0.01542 mol) in dichloromethane (250 mL) was added N-bromosuccinimide (2.74 g, 0.01542 mol) in portions under dark conditions at room temperature and stirring was continued at room temperature for 6 h. The reaction mixture was diluted with IN NaOH solution (20 mL) and extracted with DCM (2×100 mL). The combined organic layers were dried over sodium sulfate, filtered and evaporated under reduced pressure to afford the title compound (3.2 g, 86%). *H NMR (400 MHz, CDCI3) : delta 8.28 (s, 1H), 6.77 (s, 1H), 4.73 (brs, 2H); ESI-MS : Calculated mass: 239.95; Observed mass: 239.10 [M-H]”.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,106447-97-6, 2-Amino-4-(trifluoromethyl)pyridine, and friends who are interested can also refer to it.

Reference:
Patent; ASANA BIOSCIENCES, LLC; THOMPSON, Scott, K.; SMITH, Roger, A.; REDDY, Sanjeeva; JOHN, Tyler, M.; NYAVANANDI, Vijay, Kumar; SUBRAMANYA, Hosahalli; POTLURI, Vijay; PANIGRAHI, Sunil, Kumar; NADIPALLI, Prabhakara, Rao; SENGUPTA, Saumitra; WO2014/169167; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 24517-64-4, name is 2-Amino-3-cyanopyridine. A new synthetic method of this compound is introduced below., Recommanded Product: 2-Amino-3-cyanopyridine

Synthesis of imidazo [1 ,2-a]pyridine- 8-carbonitrile. To a solution of 2-aminonicotinonitrile (1.0 g, 8.39 mmol) in EtOH (10 ml) in a 20m1 sealed vialwas added 2-chloroacetaldehyde (1.611 ml, 9.23 mmol) vial was then sealed and heated to 120C overnight. Reaction was cooled to RT and quenched with 2N Na2CO3, removed EtOH invaccuo and extracted with DCMx3. Combined organics and washed with water then brinex2.Dired over sodium sulfate and removed solvent to give title compound as a yellow brown solid(1.2 g, 8.38 mmol, 100 % yield) was verified by MS (ES+) C8H5N3 requires: 143 found: 144 [M+H]

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, 24517-64-4, 2-Amino-3-cyanopyridine.

Reference:
Patent; BLUEPRINT MEDICINES; BIFULCO, Neil, Jr.; BROOIJMANS, Natasja; HODOUS, Brian, L.; KIM, Joseph, L.; MIDUTURU, Chandrasekhar, V.; WO2014/11900; (2014); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 588729-99-1 ,Some common heterocyclic compound, 588729-99-1, molecular formula is C5H4BrClN2, 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 163; N-(6-(6-Chloro-5-(4-methoxyphenyIsulfonamido)pyridin-3-yl)benzo[d]thiazol-2-yl)acetamide; Step 1. N-(5-Bromo-2-chloropyridin-3-yl)-4-methoxybenzenesulfonamide; A solution of 4-methoxybenzenesulfonyl chloride (1 g, 5 mmol) and 3-amino-5-bromo-2-chloropyridine (0.45 g, 2 mmol) in 15 mL of pyridine was heated in a microwave vial at 100 C for 20 minutes. The mixture was then concentrated in vacuo and the residue was purified by a silica gel column chromatography to give first the di-sulfonamide compound (0.5 g, 42% yield): 1H NMR (300 MHz, chloroform -d) delta ppm 3.92 (s, 6 H) 6.94 – 7.09 (m, 4 H) 7.59 (d, J=2.34 Hz, 1 H) 7.81 – 7.98 (m, 4 H) 8.50 (d, J=2.34 Hz, 1 H); and then the mono-sulfonamide compound N-(5-bromo-2-chloropyridin-3-yl)-4- methoxybenzenesulfonamide (0.4 g, 49% yield): 1H NMR (300 MHz, chloroform -d) delta ppm 3.86 (s, 3 H) 6.84 – 7.06 (m, 3 H) 7.68 – 7.83 (m, 2 H) 8.08 – 8.21 (m, 2 H).

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. 588729-99-1, 3-Amino-5-bromo-2-chloropyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; AMGEN INC.; WO2009/17822; (2009); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 89943-11-3, 5-Ethoxypyridin-2-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, Recommanded Product: 5-Ethoxypyridin-2-amine, blongs to pyridine-derivatives compound. Recommanded Product: 5-Ethoxypyridin-2-amine

A mixture of {1 -[4-(2-bromo-2-phenyl-acetyl)-phenyl]-cyclobutyl}-carbamic acid tert-butyl ester [lnt-1 -A] (0.87 g, 2.0 mmol), 2-amino-5-ethoxypyridine (0.54 g, 3.9 mmol, 2 equiv) and powdered activated 3A sieves (10 g) in ethanol (7.3 mL) was heated for 5 h at the reflux temperature with monitoring by UPLC-MS. The resulting solution was separated between CH2CI2 (25 mL) and an saturated aqueous NaHCO3 solution (25 mL). The organic phase was washed with a saturated aqueous NaCI solution (25 mL), dried (Na2SO4 anh), and concentrated under reduced pressure. The remaining material was purified using MPLC (Biotage Isolera; 25 g SNAP cartridge: 100% hexane for 1 .5 min., gradient to 80% hexane / 20% EtOAc over 2.2 min., gradient to 70% hexane / 30% EtOAc over 10.6 min., 70% hexane / 30% EtOAc for 2.8 min., gradient to 65% hexane / 35% EtOAc over 2.2 min., 65% hexane / 35% EtOAc for 4.8 min.) to give {1 -[4-(6-ethoxy-3-phenyl-imidazo[1 ,2- a]pyridin-2-yl)-phenyl]-cyclobutyl}-carbamic acid tert-butyl ester (0.26 g, 28%): UPLC-MS (Method 2): RT = 1 .58 min; m/z (rel intensity) 484 (100, (M+H)+).MS: m/z (rel intensity) 484 (100, (M+H)+).1 H-NMR (d6-DMSO): delta 1 .1 1 (br s, 3H), 1 .33 (br s, 6H), 1 .39 (t, J=6.9 Hz, 3H), 1 .77 (br s, 1 H), 1 .93-2.00 (m, 1 H), 2.31 -2.42 (m, 4H), 4.15 (q, J=7.1 Hz, 2H), 6.58 (dd, J=7.5, 2.6 Hz, 1 H), 7.03 (d, J=2.3 Hz, 1 H), 7.26 (d, J=8.3 Hz, 2H), 7.48 (d, J=7.2 Hz, 2H), 7.50-7.60 (m, 5H), 7.84 (br s, 1 H) ppm.

The synthetic route of 89943-11-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; INCE, Stuart; HAEGEBARTH, Andrea; POLITZ, Oliver; NEUHAUS, Roland; BOeMER, Ulf; SCOTT, William; WO2012/7345; (2012); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 62150-45-2, 4-Bromopyridine-2-carbonitrile, 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, 62150-45-2, blongs to pyridine-derivatives compound. Formula: C6H3BrN2

7A. [4-(2-Aminomethyl-pyridin-4-yl)-phenyl]-carbamic acid methyl ester: 7e?ralpha.pound.:zchitriphenylphosphine)palladium (0) (0.063g, 0.055 mmol) was added to a degassed solution of DME/H2O (4: 1, 8 mL) containing, A- (methoxycarbonylamino)phenylboronic acid (0.32 g, 1.64 mmol) , A- bromopicolinonitrile (0.20 g, 1.09 mmol) and potassium carbonate (0.906 g, 6.56 mmol) under a blanket of argon. The mixture was irradiated at 150 0C microwave conditions for 15 min. The cooled solution was partitioned between EtOAc (20 mL) and H2O (20 mL). The layers were separated and the aqueous layer was extracted with EtOAc (2 x 10 mL). The combined organic layers were washed with brine, dried over sodium sulfate, filtered, and concentrated to leave a tan solid. The residue was dissolved 2.0 M N^/MeOH (20 mL) treated with a slurry of Raney Ni (in water) and stirred under a hydrogen atmosphere (50 psi) for 14 h. The suspension was filtered through a plug of Celite , the filter-cake was rinsed with MeOH and the combined filtrates were concentrated to give 7A as a tan solid. The crude product was carried forward to the next reaction without purification. LC/MS m/z 258 (M + H)+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,62150-45-2, its application will become more common.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2008/76805; (2008); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 553-53-7, name is Nicotinohydrazide. A new synthetic method of this compound is introduced below., COA of Formula: C6H7N3O

Nicotinohydrazide (0.136 g; 0.1 mmol) with 10 mL of methanol is stirred in a round bottom flask followed by drop wise addition of methanolic solution of 3-bromo-5-chloro-2-hydroxybenzaldehyde(0.235 g; 0.1 mmol). The reaction mixture is then refluxed for 2 h and upon cooling to room temperature. A pale yellow crystalline solid precipitate is separated out from the mixture. Crystalline product is washed with ice-cold ethanol and dried in vacuum over anhydrous CaCl2. Pale yellow, Yield: 80 %,m.p.: 266 C. Anal. calc. for C14H10N2O2BrCl: C, 47.55; H,2.85; N, 7.92. Found: C, 46.95; H, 2.72; N, 7.32 %. ESI-MS:m/z = 355 (m+). 1H NMR (ppm) (DMSO-d6): 12.66 (1H, s,OH), 12.61 (1H, s, NH), 8.55 (1H, s, CH=N), 8.28-8.32 (1H,d, J = 7.8 Hz, H aromatic), 8.18-8.82 (1H, t, J = 1.2 Hz), 7.96-7.98 (2H, d, J = 7.2 Hz), 7.75 (s,2H) 7.59-7.63 (1H, q, J = 2.4Hz, J = 7 Hz). 13C NMR (ppm) 161.6 (C=O), 153.2 (C-O),152.7 (C=N), 110.8, 117.6, 120.2, 123.3, 127.6, 129.2, 133.1,135.5, 147.6, 148.6 (C aromatic)

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, 553-53-7, Nicotinohydrazide.

Reference:
Article; Prabhu; Parthiban; Chakkaravarthi; Prabakaran; Rajagopal; Asian Journal of Chemistry; vol. 28; 8; (2016); p. 1661 – 1666;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 52833-94-0, 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. 52833-94-0, name is 2-Amino-5-bromonicotinic acid, molecular formula is C6H5BrN2O2, 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.

General procedure: 6-Chloro-1H-pyrido[2,3-d]pyrimidine-2,4-dione (4) (C7H4ClN3O2): The 2-amino-5-chloronicotinic acid 2 (5.96 g, 28.51 mol) was finely ground with urea (13.7 g, 228.1 mmol, 8 equiv). The mixture was heated to the point of evaporation of the urea (280C) by means of a sand bath until its solidification. After cooling, the solid obtained was dissolved in 500 mL of solution of sodium hydroxide (2 N) and filtered.Then, the filtrate was neutralized with hydrochloric acid solution (6N) to pH 8 until total precipitation of product. The resultant solid was filtered and then washed with cold water to obtain compound 4 as yellow solid in 64% yield.

According to the analysis of related databases, 52833-94-0, the application of this compound in the production field has become more and more popular.

Reference:
Article; Riadi, Yassine; Lazar, Said; Guillaumet, Gerald; Comptes Rendus Chimie; vol. 22; 4; (2019); p. 294 – 298;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 65719-09-7, 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.65719-09-7, name is Methyl 2-methylnicotinate, molecular formula is C8H9NO2, molecular weight is 151.16, as common compound, the synthetic route is as follows.

Step A. 2-Chloromethyl-pyridine-3-carboxylic acid methyl ester A solution of methyl 2-methylnicotinate (20.0 g, 0.132 mol) and trichloroisocyanuric acid (46.0 g, 0.198 mol) in dichloromethane (100 mL) was stirred at room temperature overnight. The reaction mixture was then washed with saturated aqueous sodium carbonate and saturated aqueous sodium chloride, dried over anhydrous magnesium sulfate, filtered, and the solvent evaporated in vacuo to provide the title compound as a yellow liquid (11.2 g), which was used as such in the next step.

The chemical industry reduces the impact on the environment during synthesis 65719-09-7, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Wyeth; US2002/198191; (2002); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 5345-47-1, 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.5345-47-1, name is 2-Aminonicotinic acid, molecular formula is C6H6N2O2, molecular weight is 138.12, as common compound, the synthetic route is as follows.

Example 1 – Synthesis of 2,4-dichloro-[1 ,8]naphthyridine; slurry of 4.90 kg (34.5 mol) 2-aminonicotinic acid in 50 I ethanol was treated with5.67 I (106 mol) sulfuric acid (98%). The reaction mixture was stirred for 60 hours at 79 C. The reaction mixture was then cooled to 40C and ethanol was distilled off under vacuum. The residue was dissolved in a mixture of 45 kg ice and 55 I water. Then 13 I aqueous sodium hydroxide solution (32% by weight) was added slowly under stirring and external cooling to reach a pH of 7. The precipitate was filtered off and washed with water. The residue was taken up in water, stirred for 1 hour and filtered. The residue was washed with water and dried under vacuum yielding 2- amino-nicotinic acid ethyl ester as colourless crystals; HPLC/MS: 0.99 min, [M+H] 167.1H NMR (400 MHz, DMSO) delta = 8.22 (dd, J=4.7, 2.0, 1 H), 8.07 (dd, J=7.8, 1.9, 1 H), 7.17 (s, 2H), 6.64 (dd, J=7.8, 4.7, 1 H), 4.29 (q, J=7.1 , 2H), 1 .32 (t, J=7.1 , 3H).

The chemical industry reduces the impact on the environment during synthesis 5345-47-1, I believe this compound will play a more active role in future production and life.

Reference:
Patent; MERCK PATENT GMBH; DORSCH, Dieter; JONCZYK, Alfred; HOELZEMANN, Guenter; AMENDT, Christiane; ZENKE, Frank; WO2012/595; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem