Day: April 13, 2022

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. 915107-31-2, name is Methyl 6-chloro-5-methoxynicotinate. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 915107-31-2

To a solution of 6-chloro-5-methoxynicotinic acid methyl ester (1.3 g, 6.4 mmol) in MeOH (4 mL) at 25 C. was added 10% NaOH aqueous solution (19.3 mmol). The reaction was stirred for 24 h, then placed into an ice water bath and acidified with 2M HCl until pH=2 was achieved. The flask was then placed into a refrigerator for 3 h. The white precipitate was filtered off and rinsed with cold H2O. The solid was dissolved in acetone, dried over MgSO4 and concentrated to furnish the product 6-chloro-5-methoxynicotinic acid as a yellow solid (0.895 g, 74%); 1H NMR (400 MHz, CDCl3) delta 8.45 (d, 1H), 7.66 (d, 1H), 3.83 (s, 3H).

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, 915107-31-2, Methyl 6-chloro-5-methoxynicotinate.

Reference:
Patent; Zhu, Yuanming; Loso, Michael R.; Nugent, Benjamin M.; Huang, Jim X.; Rogers, Richard B.; US2008/108667; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 75806-86-9 ,Some common heterocyclic compound, 75806-86-9, molecular formula is C5H2BrClN2O2, 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 2-bromo-5-chloro-3-nitropyridine (2.8 g; 11.79 mmol) and copper(I) cyanide (1.40 g, 15.63 mmol) in DMF (30 mL)was stirred at 110C for 1.5 h. The mixture was concentrated. The residue was diluted with water (60 mL), extracted three times with EtOAc (50 mL). The organic phase was washed with brine, dried over Na2SO4, filtered and concentrated. The residue was purified by columnchromatography (elution: DCM/Petroleum ether 1/1). The desired fractions were collected and concentrated to give 1.10 g of intermediate 521 (51% yield) as a yellow solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,75806-86-9, its application will become more common.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; STANSFIELD, Ian; QUEROLLE, Olivier Alexis Georges; GROSS, Gerhard Max; JACOBY, Edgar; MEERPOEL, Lieven; KULAGOWSKI, Janusz Jozef; MACLEOD, Calum; MANN, Samuel Edward; GREEN, Simon Richard; HYND, George; (476 pag.)WO2017/125534; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1033203-41-6, 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.1033203-41-6, name is 6-Bromopyridine-3,4-diamine, molecular formula is C5H6BrN3, molecular weight is 188.0252, as common compound, the synthetic route is as follows.

0.85 g (4.5 mmol) of Compound 22-1 and 0.34 g (4 mmol) of Compound 22-2 were added to 15 mL of ethanol solution in an N2 atmosphere and heated to undergo a reaction for 5 hours. After the reaction was completed, a residue obtained therefrom was separated and purified by column chromatography (petroleum ether:ethyl acetate=12:1) to obtain 0.71 g (yield: 75%) of Compound 22-3.

Statistics shows that 1033203-41-6 is playing an increasingly important role. we look forward to future research findings about 6-Bromopyridine-3,4-diamine.

Reference:
Patent; Samsung Display Co., Ltd.; YOO, Byeongwook; KIM, Myeongsuk; YE, Jimyoung; KIM, Hyoyeon; YOON, Jihwan; HWANG, Jaehoon; (72 pag.)US2019/218240; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 54718-39-7, 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.54718-39-7, name is 2,5,6-Trichloronicotinic acid, molecular formula is C6H2Cl3NO2, molecular weight is 226.4446, as common compound, the synthetic route is as follows.

The following may be mentioned as preferred compounds of the general formula (I) which can be prepared by the process according to the invention: … 2-chloro-5-methoxymethyl-pyridine 2-chloro-5-ethoxymethyl-pyridine methyl 6-chloro-nicotinate ethyl 6-chloro-nicotinate N,N-dimethyl-6-chloro-nicotinamide 2-chloroquinoline 1-chloroisoquinoline

Statistics shows that 54718-39-7 is playing an increasingly important role. we look forward to future research findings about 2,5,6-Trichloronicotinic acid.

Reference:
Patent; Bayer Aktiengesellschaft; US5334724; (1994); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 947249-13-0, 5-Bromo-3-(difluoromethoxy)pyridin-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, category: pyridine-derivatives, blongs to pyridine-derivatives compound. category: pyridine-derivatives

A mixture of 5-bromo-3-(difluoromethoxy)pyridine-2-amine (88mg, 0.37 mmol), bis(pinacolato)diboron (102mg, 0.40 mmol), potassium acetate (0.215mg, 2.2 mmol), and Pd(dppf)-CH2C12 (30mg, 0.037mmol) in dry dioxane (2.0 mL) was sparged with argon, and heated at 12O0C for 30 min. After cooling to rt, the reaction mixture was centrifuged and the supernatant decanted, and used in the next step without further purification: LCMS (m/z, MH+, boronic acid): 205.0, R = 0.27min.

The synthetic route of 947249-13-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; WO2009/115572; (2009); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 13626-17-0, Adding some certain compound to certain chemical reactions, such as: 13626-17-0, name is 3,5-Dibromo-4-chloropyridine,molecular formula is C5H2Br2ClN, 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 13626-17-0.

Compound (M-41) (10.0 g, 39.5 mmol) was suspended in acetonitrile (50 mL), DIPEA (15 mL, 87 mmol) wasadded at room temperature, phosphoryl chloride (7.4 mL, 79 mmol) was added under ice-cooling, and the mixture wasstirred with heating under reflux for 17 hr. The mixture was allowed to cool, and the reaction mixture was added dropwiseto ice water, and neutralized with sodium carbonate (11.6 g, 138 mmol). Thereafter, the mixture was extracted with ethylacetate, and the organic layer was washed with saturated brine, and dried over anhydrous sodium sulfate. The solventwas evaporated under reduced pressure to give a chloro compound (yield 10.6 g, 99%) as a brown solid. The chlorocompound (10.6 g, 39.1 mmol) was dissolved in THF (70 mL), sodium methoxide (28% methanol solution, 14 mL, 59mmol) was added, and the mixture was stirred at 60C for 30 min. The mixture was allowed to cool, water was addedto the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was washed successivelywith water and saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reducedpressure to give compound (VII-46) (yield 9.21 g, 88%) as a yellow solid

According to the analysis of related databases, 13626-17-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Kaken Pharmaceutical Co., Ltd.; WATANABE, Atsushi; SATO, Yuuki; OGURA, Keiji; TATSUMI, Yoshiyuki; (331 pag.)EP3351533; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 107351-82-6, 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 107351-82-6, name is 2-Bromo-5-phenylpyridine. This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 3 Synthesis of 2-[4-(5-phenylpyridin-2-yl)phenyl]-4,6-di-m-tolyl-1,3,5-triazine Under a stream of argon, 3.0 ml of a hexane solution containing 4.2 mmol of butyl lithium was slowly added to 80 ml of tetrahydrofuran cooled to -78C in which 1.58 g of 2-(4-bromophenyl)-4,6-di-m-tolyl-1,3,5-triazine obtained in Reference Example 2 had been dissolved. After stirring at -78C for 15 minutes, 0.87 g of trimethyltin chloride was added thereto and stirred at -78C for 45 minutes and then at room temperature for 30 minutes. After evaporating and drying tetrahydrofuran under a reduced pressure, 120 ml of toluene in which 1.07 g of 2-bromo-5-phenylpyridine had been dissolved and 0.44 g of tetrakis(triphenylphosphine)palladium(0) were added to the thus obtained solid and stirred under heating reflux for 3 days. The reaction solution was concentrated under a reduced pressure and the thus obtained solid was recrystallized from dichloromethane-methanol. The thus obtained crude product was purified by a silica gel column chromatography (eluding solution hexane:chloroform = 3:2 to 1:1) and then again recrystallized from dichloromethane-methanol to obtain a white solid of the intended 2-[4-(5-phenylpyridin-2-yl)phenyl]-4,6-di-m-tolyl-1,3,5-triazine (0.14 g, yield 8%). Its melting point is shown in Table 4. Distinct point of glass transition was not observed. 1H-NMR (CDCl3): delta 2.48 (s, 6H), 7.33-7.51 (m, 7H), 7.56-7.64 (m, 2H), 7.84-7.99 (m, 2H), 8.21 (d, J=8.5 Hz, 2H), 8.49-8.58 (m, 4H), 8.84 (d, J=8.6 Hz, 2H), 8.95 (d, J=1.7 Hz, 1H). 13C-NMR (CDCl3): delta 21.6, 120.9, 126.3, 127.0, 127.1, 128.3, 128.6, 129.2, 129.5, 133.3, 135.3, 135.6, 136.2, 136.9, 137.4, 138.3, 142.4, 148.2, 155.2, 171.2, 171.8.

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 107351-82-6, 2-Bromo-5-phenylpyridine.

Reference:
Patent; TOSOH CORPORATION; SAGAMI CHEMICAL RESEARCH CENTER; EP1930329; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1018505-59-3 ,Some common heterocyclic compound, 1018505-59-3, molecular formula is C11H18N4, 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 3-chloro-7-(3, 5-dimethoxyphenyl) isoqinoline (50 mg, 0.167 mmol) , 5-(4- ethylpiprazine-l-yl) pyridine-2-amine (38 mg , 0.183 mmol), X-Phos ( 8 mg, 10 mol% ) and cesium carbonate (108.4 mg, 0.334 mmol) in Toluene (4 mL) and t-BuOH (1 mL) (4: 1) argon was purged for 20 min. Then was added Pd(OAc)2 (3.76 mg, 10 mol%) again argon was purged for 5 min. The reaction mixture was heated at 120C for O/N. The reaction mixture was cooled to room temperature and filtered through celite pad and filtrate was concentrated under reduced pressure. Product was purified by column chromatography on silica gel column using DCM: MeOH: NH3 aq. (94:6: 1%) as an eluent to afford 7-(3,5-dimethoxyphenyl)-N-[5- (4-ethylpiperazin-l-yl)pyridin-2-yl]isoquinolin-3 -amine (20 mg) as a brown solid. 1H NMR (400 MHz, CDC13) delta 9.00 (s, 1H), 8.14 (s, 1H), 8.06 (d, J = 2.5 Hz, 1H), 8.00 (s, 1H), 7.79 (dd, J = 19.3, 8.6 Hz, 2H), 7.42 (s, 1H), 7.31 (dd, J = 8.9, 2.7 Hz, 1H), 7.10 (d, J = 8.9 Hz, 1H), 6.83 (d, J = 1.9 Hz, 2H), 6.49 (s, 1H), 3.88 (s, 6H), 3.25 – 3.14 (m, 4H), 2.66 (d, J = 4.4 Hz, 4H), 2.50 (q, J = 7.1 Hz, 2H), 1.15 (t, J = 7.2 Hz, 3H).M/Z: 469.58, M+l : 470.4, tR= 2.1 min. (System 2)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1018505-59-3, its application will become more common.

Reference:
Patent; EVOTEC (UK) LTD.; MC CARTHY, Clive; MILLS, Matthew; WO2014/44846; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 65873-72-5, 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.65873-72-5, name is 6-Methoxynicotinaldehyde, molecular formula is C7H7NO2, molecular weight is 137.14, as common compound, the synthetic route is as follows.

Reference Example 28Step 15-chloromethyl-2-methoxypyridine (Compound A80)2-methoxy-5-pyridinecarbaldehyde (137 mg, 0.999 mmol) was dissolved in methanol (5.0mL). To this, sodium borohydride (37.8 mg, 0.999 mmol) was added at 0C, and the mixture was stirred for 1 hour. To the reaction mixture, a saturated ammonium chloride aqueous solution was added, and extraction with ethyl acetate was performed twice. The organic layer was washed with a saturated sodium chloride aqueous solution and dried over anhydrous magnesium sulfate. After filtration and concentration under reduced pressure, the residue was dissolved in dichloromethane (5.0 mL). To this, triethylamine (278 muL, 2.00 mmol) and methanesulfonyl chloride (116 muL, 1.50 mmol) were added, and the mixture was stirred overnight. After a saturated aqueous solution of sodium hydrogen carbonate was added to the reaction mixture, extraction with chloroform was performed twice. The organic layer was dried over anhydrous magnesium sulfate. After filtration and concentration under reduced pressure, the residue was purified by silica gel column chromatography to give Compound A80 (116 mg, yield: 74%). ESI-MS: m/z 158 [M + H]+; 1H NMR (CDCl3)delta(ppm): 3.94 (s, 3H), 4.55 (s, 2H), 6.76 (d, J = 8.4 Hz, 1H), 7.62 (dd, J = 2.4, 8.4 Hz, 1H), 8.15 (d, J = 2.4 Hz, 1H).

Statistics shows that 65873-72-5 is playing an increasingly important role. we look forward to future research findings about 6-Methoxynicotinaldehyde.

Reference:
Patent; Kyowa Hakko Kirin Co., Ltd.; EP2308880; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 60753-14-2 ,Some common heterocyclic compound, 60753-14-2, molecular formula is C9H13NO, 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.

General procedure: To a solution of 3-(pyridin-4-yl)propan-1-ol (151mg, 1.1mmol), 2-(3-bromophenylthio)pyridine-3-ol (5) (282mg 1.0mmol) and triphenylphosphine (289mg, 1.1mmol) in THF (2.0mL) was added diisopropylazodicarboxylate (222mg 1.1mmol) at 0C and stirred at ambient temperature. After 5h, the mixture was evaporated, diluted with EtOAc (15mL), and extracted with 10% HCl solution (2×15mL). The aqueous phase was then basified to pH 12 with K2CO3 and extracted with EtOAc (2×15mL). The organic phase was washed with brine (2×5mL), dried (Na2SO4), and evaporated in vacuo. The residue was subjected to flash column chromatography (EtOAc-hexane gradient) followed by crystallization (Et2O) to afford title compound 3 as a white crystalline solid (390mg, 97%)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,60753-14-2, its application will become more common.

Reference:
Article; Kato, Yoshihiro; Kawasaki, Motoji; Nigo, Tomohiro; Nakamura, Shunya; Fusano, Akira; Teranishi, Yasuhiro; Ito, Mari N.; Sumiyoshi, Takaaki; Bioorganic and Medicinal Chemistry; vol. 21; 18; (2013); p. 5851 – 5854;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem