Month: April 2022

Reference of 1256810-26-0, 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. 1256810-26-0, name is 6-Bromo-3-methoxypicolinic acid. A new synthetic method of this compound is introduced below.

3.3 mmol of oxalyl chloride are added to a solution of 1 ml of dimethyl sulphoxide in 10 ml of dichloromethane at -60C. The mixture is stirred at -60C until the evolution of gas subsides. A solution of the solid in 10 ml of dichloromethane is added dropwise at -60C. The reaction mixture is stirred at -30C for 30 minutes, again cooled to -60C, and 8.8 mmol of triethyl- amine are added. The mixture is stirred at room temperature for 30 minutes. Water and dichloromethane are added, the phases are separated, and the aqueous phase is extracted with dichloromethane (3x). It is evaporated, mixed with toluene, dried with sodium sulphate and evaporated. The crude title compound is identified by means of the Rf.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1256810-26-0, 6-Bromo-3-methoxypicolinic acid, and friends who are interested can also refer to it.

Reference:
Patent; SPEEDEL EXPERIMENTA AG; WO2007/31558; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 51173-05-8, 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. 51173-05-8, name is 5-Fluoro-2-hydroxypyridine. A new synthetic method of this compound is introduced below.

5-Fluoro-2-methoxypyridin-3 -amine a) 5-Fluoro-3-nitropyridin-2-olA mixture of concentrated sulphuric acid (1 mL) and fuming nitric acid (1 mL) was added dropwise to a stirred, cooled (ice-bath) mixture of 5-fluoropyridin-2-ol (1 .20 g, 10.6 mmol) and concentrated sulphuric acid (2.7 mL). The mixture was warmed to ambient temperature and then heated to 85 C. After 2 hours, the mixture was cooled and poured onto ice-water. The precipitate was filtered and dried to give the title compound (0.72 g, 43%) as a yellow solid.LRMS (m/z): 157 (M-1 )+.1H NMR delta (300 MHz, DMSO-d6): 8.28 (s, 1 H), 8.67 (s, 1 H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,51173-05-8, its application will become more common.

Reference:
Patent; ALMIRALL, S.A.; EASTWOOD, Paul Robert; GONZALEZ RODRIGUEZ, Jacob; GOMEZ CASTILLO, Elena; BACH TANA, Jordi; WO2012/160030; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 6622-91-9, 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.6622-91-9, name is 2-(Pyridin-4-yl)acetic acid hydrochloride, molecular formula is C7H8ClNO2, molecular weight is 173.5969, as common compound, the synthetic route is as follows.

Example 27 N-(trans-4-{[(5-nitro-2-{[2-(trifluoromethoxy)benzyl]amino}pyrimidin-4-yl)amino]methyl}cyclohexyl)-2-pyridin-4-ylacetamide A mixture of N4-[(trans-4-aminocyclohexyl)methyl]-5-nitro-N2-[2-(trifluoromethoxy)benzyl]-pyrimidine-2,4-diamine (50 mg, 0.11 mmol), 4-pyridylacetic acid hydrochloride (30 mg, 0.17 mmol), TBTU (56 mg, 0.17 mmol), and DIPEA (69 muL, 0.40 mmol) in a mixture of CH2Cl2 (1 mL) and DMF (0.1 mL) was stirred at room temperature for 16 h. The reaction mixture was then diluted with CH2Cl2 and washed with 1M Na2CO3 and water. The organic phase was dried over Na2SO4 and concentrated. The resulting residue was purified by silica gel preparative TLC using 95:5 CH2Cl2:MeOH as an eluent to afford 35 mg (55%) of the title compound as a white solid after washing the obtained product with diethyl ether, m/z 558.4 [M-1]+

Statistics shows that 6622-91-9 is playing an increasingly important role. we look forward to future research findings about 2-(Pyridin-4-yl)acetic acid hydrochloride.

Reference:
Patent; Boehringer Ingelheim Pharmaceuticals, Inc.; US2006/25433; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 905273-87-2, 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 905273-87-2 as follows.

The compound 49.2 (24.0 g, 100 mmol, 1.0 eq) was dissolved in diethyl ether (200 mL) and cooled to -75 C. N, N-Diisopropyl amine (72 mL, 500 mmol, 5 eq.) and n-BuLi (200 ml, 500 mmol, 5.0 eq.) were added dropwise to the reaction mixture at -78 C. Reaction was stirred for 15 minutes at -78 C., then DMF (12 ml, 150 mmol, 1.5 eq.) was added at -78 C. and reaction was stirred for 1 h. After completion of the reaction, mixture was poured into water, quenched with 10% citric acid and extracted with diethyl ether. Organic layers were combined, dried over Na2SO4 and concentrated under reduced pressure to obtain crude which is purified by column chromatography to furnish 49.3 (23.3 g, 86.8%). MS (ES): m/z 268.74 [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,905273-87-2, its application will become more common.

Reference:
Patent; Nimbus Lakshmi, Inc.; Dahlgren, Markus; Greenwood, Jeremy Robert; Harriman, Geraldine C.; Kennedy-Smith, Joshua Jahmil; Masse, Craig E.; Romero, Donna L.; Shelley, Mee; Wester, Ronald T.; (131 pag.)US2016/251376; (2016); 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. 1227588-59-1, name is 6-Bromo-5-fluoronicotinaldehyde, molecular formula is C6H3BrFNO, 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. Computed Properties of C6H3BrFNO

2^6-bromo-5-fluoropyridm-3-YlV5-(triflStep 1. ^4-(trifluoromemyl)benzene-l^-Patent; MERCK SHARP & DOHME CORP.; CERNAK, Timothy, A.; BALKOVEC, James, M.; NARGUND, Ravi, P.; REITER, Maud; SPERBECK, Donald, M.; DYKSTRA, Kevin, D.; YU, Yang; DREHER, Spencer; MALONEY, Kevin, M.; WU, Zhicai; DEVITA, Robert, J.; VERRAS, Andreas; WO2012/9217; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 89488-30-2, 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 89488-30-2, name is 5-Bromo-3-methylpyridin-2(1H)-one. This compound has unique chemical properties. The synthetic route is as follows.

A mixture of 1-(1-benzyl-5-methyl-1H-pyrazol-4-yl)-2-bromoethan- 1-one (590 mg), 5-bromo-3-methylpyridin-2-ol (378 mg), K2CO3 (555.60 mg, 4.02 mmol) and DMSO (10 mL) was stirred at room temperature overnight. The mixture was quenched with water and the resulting solid was collected by filtration and washed with water. The solid was recrystallized from DMSO/water to give the target compound (460 mg) as a solid. (1380) [00534] 1H NMR (500 MHz, DMSO-d6): ^ 8.29 (s, 1H), 7.83 (dd, J = 2.7, 0.9 Hz, 1H), 7.53 (dq, J = 2.3, 1.1 Hz, 1H), 7.40-7.35 (m, 2H), 7.34-7.29 (m, 1H), 7.19-7.15 (m, 2H), 5.43 (s, 2H), 5.22 (s, 2H), 2.50 (s, 3H), 2.01 (t, J = 0.9 Hz, 3H).

According to the analysis of related databases, 89488-30-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; HLA, Timothy; JILISHITZ, Irina; MEINKE, Peter; STAMFORD, Andrew; FOLEY, Michael; SATO, Ayumu; WADA, Yasufimi; FUKASE, Yoshiyuki; KINA, Asato; TAKAHAGI, Hiroki; IGAWA, Hideyuki; POLVINO, William J.; (0 pag.)WO2019/173790; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 343781-36-2, 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 343781-36-2, name is 2,4-Dichloro-3-iodopyridine. This compound has unique chemical properties. The synthetic route is as follows.

A mixture of 4a2 (201 g, 734 mmol) and NaOMe (51.5 g, 954 mmol) in MeOH (2 L) is stirred at RT overnight then heated at 45 C for 3 h. The reaction is diluted with EtOAc, washed with water, brine, dried over MgS04, filtered and concentrated under vacuum. Upon standing crystals are formed. These are collected, washed with a small amount of (/-Pr)20 followed by heptane and dried on a stream of air to afford 4a3.

According to the analysis of related databases, 343781-36-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GmbH; STAMMERS, Timothy; BARBEAU, Xavier; BEAULIEU, Pierre; BERTRAND-LAPERLE, Megan; BROCHU, Christian; EDWARDS, Paul, J.; FORGIONE, Pasquale; GODBOUT, Cedrickx; HUCKE, Oliver; JOLY, Marc-Andre; LANDRY, Serge; LEPAGE, Olivier; NAUD, Julie; PESANT, Marc; POIRIER, Martin; POIRIER, Maude; THAVONEKHAM, Bounkham; WO2011/32277; (2011); 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. 36953-37-4, name is 4-Bromopyridin-2(1H)-one. This compound has unique chemical properties. The synthetic route is as follows. HPLC of Formula: C5H4BrNO

Step 1. 4-Bromo-2-(difluoromethoxy)pyridine. To a stirring solution of 2-chloro-2,2-difluoroacetate (6.00 g, 39.4 mmol) in ACN (200 mL) was added 4-bromopyridin-2(1H)-one (4.90 g, 28.1 mmol). The mixture was refluxed for 8 h. The resulting mixture was filtered and the filtrate was extracted with hexane (6*20 mL). The combined organic layers were dried (Na2SO4), and concentrated at room temperature to give the title compound as a liquid (2.60 g, 42% yield). 1H NMR (400 MHz, DMSO-d6) delta 8.19-8.20 (s, 1H), 7.48 (s, 1H), 7.52 (s, 1H), 7.54-7.88 (m, 1H).

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, 36953-37-4, 4-Bromopyridin-2(1H)-one.

Reference:
Patent; Bollu, Venkataiah; Breitenbucher, James; Kaplan, Alan; Lemus, Robert; Lindstrom, Andrew; Vickers, Troy; Wilson, Mark E.; Zapf, James; US2014/275531; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 6318-51-0 ,Some common heterocyclic compound, 6318-51-0, molecular formula is C12H8ClNO, 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 12 2-(3-Nitro-4-chlorobenzoyl)pyridine 15.5 g. (0.153 mol) of potassium nitrate was added portionwise to a stirred solution of 33 g. (0.152 mol) of 2-(4-chlorobenzoyl)pyridine in 200 ml. of sulfuric acid, while maintaining the temperature below 40 C. After 1 hour the mixture was cautiously poured into 2 liters of ice water and neutralized with ammonium hydroxide. The resulting product 2-(3-nitro-4-chlorobenzoyl)pyridine was collected as white microneedles, mp. 98 -99 C. (cyclohexane).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,6318-51-0, its application will become more common.

Reference:
Patent; Hoffmann-La Roche Inc.; US4026936; (1977); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1211521-46-8 ,Some common heterocyclic compound, 1211521-46-8, molecular formula is C6H5BrClN, 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 solution of 2-bromo-3-methyl-4-chloro-pyridine (10.6 g, 57.1 mmol) in freshly distilled THF (120 mL) was cooled down to 0C and treated with isopropyl magnesium chloride (45.7 ml_, 2.0 M in THF, 91 .5 mmol). The resulting mixture was stirred at room temperature for 3 h then cooled to -5C. Cyclopropane carboxaldehyde (6.83 mL, 91 .5 mmol) was added. The reaction mixture was stirred at room temperature for 1 h and quenched by adding water (100 mL), and extracted with ethyl acetate (2X150 mL). The organic phase was separated, dried, and concentrated. The residue was purified by flash silica column chromatography (hexane:ethyl acetate, 3:1 ) to afford the title compound as a yellow oil (7.01 g, 62%).ESI-MS m/z: 198 (M+H)+; 1H NMR (CDCI3, 300 MHz) delta ppm: 8.28 (d, J= 5.4 Hz, 1 H), 7.26 (d, J = 5.4 Hz, 1 H), 4.79 (d, J = 5.4 Hz, 1 H), 4.55 (br s, 1 H), 2.39 (s, 3 H), 1 .10-1 .28 (m, 1 H), 0.41 -0.58 (m, 4 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. 1211521-46-8, 2-Bromo-4-chloro-3-methylpyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; EVOLVA SA; HEIM, Jutta; SCHNEIDER, Peter; ROUSSEL, Patrick; MILLIGAN, Daniel; WO2012/104305; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem