Month: September 2021

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. 59237-53-5, name is Methyl 6-chloro-5-nitronicotinate, the common compound, a new synthetic route is introduced below. Safety of Methyl 6-chloro-5-nitronicotinate

Methyl 6-chloro-5-nitronicotinate (2.0 g, 9.23 mmol) was added to methyl 2-(benzylamino)acetate (6.0 g, 31.05 mmol) neat while stirring at room temperature. The viscous yellow reaction was heated to 90° C. for one h and then allowed to cool back to room temperature. The reaction was diluted with dichloromethane (20 mL) and purified via column chromatography (220 g SiO2, 20-30percent gradient, ethyl acetate in hexanes) to yield the title compound (3.10 g, 90percent yield) as a yellow oil. [M+H] calc’d for C18H19N3O6, 374; found, 374.

The synthetic route of 59237-53-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; US2010/190763; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 754214-42-1, 1H-Pyrrolo[2,3-b]pyridine-5-carboxylic 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, Product Details of 754214-42-1, blongs to pyridine-derivatives compound. Product Details of 754214-42-1

A suspension of 1H-pyrrolo[2,3-b]pyridine-5-carboxylic acid (250 mg, 1.5 mmol) in N,N-dimethylformamide (5 mL) was warmed to 40 C. N-chlorosuccinimide (243 mg, 1.62 mmol) was added and the mixture was stirred at 55 C. for 5 hours. The reaction was cooled to room temperature and left stirring for 2 days. The mixture was diluted with water (20 mL) and stirred overnight. The resulting solid was collected by filtration and dried to give the title compound (161 mg, 55%). +ESI (M+H) 197.1; 1H NMR (400 MHz, DMSO-d6, delta): 13.08 (br. s., 1H), 12.39 (br. s., 1H), 8.86 (d, J=1.8 Hz, 1H), 8.40 (d, J=1.2 Hz, 1H), 7.84 (d, J=2.5 Hz, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,754214-42-1, 1H-Pyrrolo[2,3-b]pyridine-5-carboxylic acid, and friends who are interested can also refer to it.

Reference:
Patent; Pfizer Inc; US2012/108619; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 13534-98-0, 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.13534-98-0, name is 4-Amino-3-bromopyridine, molecular formula is C5H5BrN2, molecular weight is 173.01, as common compound, the synthetic route is as follows.

General procedure: Step 1: A vial equipped with a magnetic stir bar was charged with the orthohaloaminopyridineand BrettPhos G1 precatalyst (6 mol %). The vial was sealedwith a teflon screw cap, and evacuated and backfilled with argon three times. Theamine (1 to 1.5 mol eq) was added via syringe, followed by LiHMDS solution (1M in THF, 2.5 mol eq). Amines that were solid at room temperature were addedwith the catalyst. The reaction mixture was stirred at 40 C for 4-18 h, until LC/MSindicated complete conversion of the starting material. The mixture was cooled toroom temperature, diluted with dichloromethane, and poured into water. Theorganic phase was separated and the aqueous phase was extracted twice more withdichloromethane. The combined organic phases were dried over Na2SO4. Thesolvent was removed under reduced pressure.

The chemical industry reduces the impact on the environment during synthesis 13534-98-0, I believe this compound will play a more active role in future production and life.

Reference:
Article; Li, Chaomin; Chen, Lily; Steinhuebel, Dietrich; Goodman, Andrew; Tetrahedron Letters; vol. 57; 25; (2016); p. 2708 – 2712;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1052714-46-1, 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.1052714-46-1, name is 6-Bromo-5-fluoropicolinic acid, molecular formula is C6H3BrFNO2, molecular weight is 219.9959, as common compound, the synthetic route is as follows.

To a solution of 6-bromo-5-fluoropicolinic acid (1.0 equiv.) in methanol (0.2 M) was added H2SO4 (4.2 equiv.) and the reaction was stirred at room temperature for two hours. Upon completion of the reaction as monitored by LC/MS, the reaction was diluted with ethyl acetate and quenched slowly with saturated aqueous NaHCO3. The reaction was poured into a separatory funnel and extracted with ethyl acetate. The organic phase was dried with magnesium sulfate, filtered, and concentrated in vacuo to provide methyl 6-bromo-5-fluoropicolinate as a white solid (>99%). LC/MS=233.9/235.9 (M+H), Rt=0.69 min.

The chemical industry reduces the impact on the environment during synthesis 1052714-46-1, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Burger, Matthew; Nishiguchi, Gisele; Machajewski, Timothy D.; Rico, Alice; Simmons, Robert Lowell; Smith, Aaron R.; Tamez, JR., Victoriano; Tanner, Huw; Wan, Lifeng; US2012/225062; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 504-29-0, 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. 504-29-0, name is Pyridin-2-amine, molecular formula is C5H6N2, 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.

2-Aminopyridine (3.1g, 33mmol) and triethylamine(6.9mL, 49mmol) was dissolved in dichloromethane (40mL), 2,2-dimethylpropionyl chloride (4.5mL, 36mmol) was added on an ice bath, and the solution was stirred for 2 hours at the same temperature. Water was added thereto for extraction, the organic layer was sequentially washed with an aqueous solution of saturated sodium bicarbonate and brine, then, dried over anhydrous magnesium sulfate. The solvent was evaporated in vacuo, and the title compound (6.0g, 34mmol, 102%) was obtained as a white solid. 1H-NMR Spectrum (CDCl3) delta(ppm) :1.27 (9H, s), 7.03 (1H, ddd, J=1.1, 4.9, 7.3Hz), 7.68-7.72 (1 H, m), 8.02 (1 H, s), 8.23-8.27 (2H, m).

According to the analysis of related databases, 504-29-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Eisai Co., Ltd.; EP1669348; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 107504-07-4, Adding some certain compound to certain chemical reactions, such as: 107504-07-4, name is Methyl 5-fluoropicolinate,molecular formula is C7H6FNO2, 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 107504-07-4.

To a mixture of (2,6-difluoro-4-iodophenyl)methanol (3 g) and THF (30 ml) was added sodium hydride (60% in oil, 444 mg) at 30C.The mixture was stirred at 30C for 30 min, and methyl 5-fluoropyridine-2-carboxylate (2.06 g) was added thereto. The mixture was stirred at 30C for 2 hr. To the mixture was added water, and the mixture was extracted with ethyl acetate. The obtained organic layer was washed with saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (ethyl acetate/petroleum ether) to give the title compound (2.4 g). 1H NMR (400 MHz, CDCl3) delta 3.98 (3H, s), 5.17 (2H, s), 7.30-7.45 (3H, m), 8.12 (1H, d, J = 8.8 Hz), 8.43 (1H, d, J = 2.8 Hz).

According to the analysis of related databases, 107504-07-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Takeda Pharmaceutical Company Limited; MIZOJIRI, Ryo; ASANO, Moriteru; TOMITA, Daisuke; BANNO, Hiroshi; TAWADA, Michiko; NII, Noriyuki; GIPSON, Krista E.; MAEZAKI, Hironobu; TSUCHIYA, Shuntaro; IMAI, Mayumi; AMANO, Yuichiro; (100 pag.)EP3279183; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 76041-73-1, 3-Bromo-5-(trifluoromethyl)pyridin-2-ol, 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, Quality Control of 3-Bromo-5-(trifluoromethyl)pyridin-2-ol, blongs to pyridine-derivatives compound. Quality Control of 3-Bromo-5-(trifluoromethyl)pyridin-2-ol

A mixture of 3-bromo-5-(trifluoromethyl)pyridin-2-ol (37.75g, 0.16 mol) and phosphorus(lll) oxychloride (POCI3; 75 mL) is stirred at 1000C for 5 hours. After cooling to room temperature, the mixture is poured into ice-water, and extracted with CH2CI2 twice. The combined organic layer is washed with NaHCO3 aq., brine, dried over MgSO4, filtered and concentrated in vacuo. The crude mixture is purified by flash column chromatography to give 3-bromo-2-chloro-5-trifluoromethylpyridine (31.90 g, 79 % yield) as a white solid. 1H-NMR (400MHz, CDCI3), delta (ppm): 8.17 (m, 1H), 8.62 (d, 1 H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,76041-73-1, 3-Bromo-5-(trifluoromethyl)pyridin-2-ol, and friends who are interested can also refer to it.

Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2007/73934; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 1003-73-2, name is 3-Methylpyridine 1-oxide, molecular formula is C6H7NO, 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. Recommanded Product: 1003-73-2

Example 1; A. 3-Methyl-isonicotinonitrile.; To 3-methyl-pyridine 1 -oxide (15.90 g, 150 mmol) is added at 0 0C during 30 min. dimethylsulfate (15.60 mL). The resulting reaction mixture is stirred overnight at 40 0C. A solution of KCN (10.75 g, 165 mmol) in a mixture of EtOH/water 1 : 1 (120 mL) is added and the reaction mixture is stirred overnight at 40 0C. The reaction mixture is concentrated in vacuo and the residue is partitioned between EtOAc and water. The aqueous phase is extracted with EtOAc and the combined organic layers are dried over Na2SO4, filtered and concentrated at reduced pressure. Purification by flash column chromatography (silica gel, cyclohexane / EtOAc 85 : 15) affords the title compound as orange crystals (6.00 g, 50.80 mmol, 34%). 1H NMR (400 MHz, DMSO-(Z6) delta ppm 8.76 (s, 1 H), 8.64 (d, J = 4.9 Hz, 1 H), 7.80 (d, J = 4.9 Hz, 1 H).

With the rapid development of chemical substances, we look forward to future research findings about 1003-73-2.

Reference:
Patent; NOVARTIS AG; WO2008/122615; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 372-48-5 , The common heterocyclic compound, 372-48-5, name is 2-Fluoropyridine, molecular formula is C5H4FN, 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 diisopropylamine (104 g, 1 .03 mol) in dry THF (2.6 L) was added dropwise 2.5 M solution of pi-BuLi in hexane (392 mL, 0.98 mol) at -30 to -40C under N2. The resulting mixture was stirred at 0C for 35 min. The mixture was cooled to -70C and a solution of 2-fluoropyridine (I-25) (100 g, 1 .03 mol) in dry THF (800 mL) was added. After stirring at -70C for 2 hr, the mixture was added to a solution of l2 (261 .6 g, 1 .03 mol) in dry THF (800 mL) at -20C under N2. After the reaction was complete, the mixture was quenched with ice water (4 L). The mixture was diluted with EtOAc (4 L) and washed with aq. Na2S203 (500 mL) and brine (500 mL). The organic layer was dried over Na2S04 and concentrated in vacuo. The residue was purified by distillation in vacuum to afford 2-fluoro-3-iodopyridine (I-26) (140 g, 61 %) as a yellow solid.

The synthetic route of 372-48-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER INC.; JOHNSON, Ted William; RICHARDSON, Paul Francis; COLLINS, Michael Raymond; RICHTER, Daniel Tyler; BURKE, Benjamin Joseph; GAJIWALA, Ketan; NINKOVIC, Sacha; LINTON, Maria Angelica; LE, Phuong Thi Quy; HOFFMAN, Jacqui Elizabeth; (335 pag.)WO2016/97918; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 19798-80-2, 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 19798-80-2, name is 4-Chloropyridin-2-amine. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 2-amino-4-chloropyridine (150 g, 0.78 mol) in DMF (1.5 L) was added NIS (341 g, 1.52 mol) and the reaction mixture stirred at RT for 18 h before being concentrated in vacuo to 300 mL volume. The resultant residue was poured into 10% aqueous sodium thiosulfate solution (1.2 L), stirred for 15 min and the precipitate formed collected by filtration, washed with water then dried at 35 C. in vacuo to give the title compound as a pale brown solid (185 g, 62%). 1H NMR 400 MHz (CDCl3) delta: 8.33 (1H, s), 6.68 (1H, s), 4.52 (2H, s).

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 19798-80-2, 4-Chloropyridin-2-amine.

Reference:
Patent; Genentech, Inc.; US2012/245144; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem