Category: pyridine-derivatives

Related Products of 505084-59-3, 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.505084-59-3, name is 2-Chloro-5-(trifluoromethyl)nicotinic acid, molecular formula is C7H3ClF3NO2, molecular weight is 225.55, as common compound, the synthetic route is as follows.

To a stirred solution of 478 2-chloro-5-(trifluoromethyl)pyridine-3-carboxylic acid (2 g, 8.87 mmol) in 45 THF (5 mL) and 139 MeOH (5 mL) was added 479 (trimethylsilyl)diazomethane (8.87 mL, 17.73 mmol) (2 M in 123 hexane) dropwise at -20 C. and the reaction was stirred at -20 C. for 2 h. The solvent was concentrated under reduced pressure and the residue was purified by flash silica gel chromatography to afford the 480 title compound as an oil. MS (ESI) m/z: 242.2 [M+H+]

The chemical industry reduces the impact on the environment during synthesis 505084-59-3, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Merck Sharp & Dohme Corp.; Han, Yongxin; Achab, Abdelghani; Deng, Yongqi; Fradera, Xavier; Gibeau, Craig; Hopkins, Brett A.; Li, Derun; Liu, Kun; McGowan, Meredeth A.; Sciammetta, Nunzio; Sloman, David; White, Catherine; Zhang, Hongjun; Zhou, Hua; US2019/144433; (2019); 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. 1150617-54-1, name is 6-Bromo-1H-pyrazolo[4,3-b]pyridine. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C6H4BrN3

A mixture of 6-bromo-1H-pyrazolo[4,3-b]pyridine (0.3 g, 2 mmol;)(Annova Chem Cat. No. L05238), (3,5-dimethoxyphenyl)boronic acid (0.33 g, 1.8 mmol), [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium(II) complexed with dichloromethane (1:1) (100 mg, 0.1 mmol), and potassium phosphate (0.64 g, 3.0 mmol) in 1,4-dioxane (1 mL) and water (0.12 mL) was degassed and sealed. It was stirred at 85 C. overnight. After cooling it was concentrated under reduced pressure. The residue was purified by flash chromatography on a silica gel column with ethyl acetate in hexanes (0-50%) to afford the desired product (0.38 g). LCMS (M+H)+=256.2.

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, 1150617-54-1, 6-Bromo-1H-pyrazolo[4,3-b]pyridine.

Reference:
Patent; Incyte Corporation; Zhuo, Jincong; Xu, Meizhong; Qian, Ding-Quan; US2014/171405; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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 65515-28-8, name is Methyl 2,6-dichloronicotinate. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C7H5Cl2NO2

[Example 24] Synthesis of 2-chloro-6-phenyl-nicotinic acid methyl ester To the mixture of 2,6-dichloro-nicotinic acid methyl ester (4.0 g, 19 mmol) synthesised in Example 23 and tetrahydrofuran (39 ml), phenyl boronic acid (2.5 g, 19 mmol), potassium carbonate (8.0 g, 58 mmol), and tetrakis(triphenylphosphine)palladium(0) (1.2 g, 0.97 mmol) were added, and the obtained reaction mixture was stirred for 16 hours while being heated to reflux. The reaction mixture was cooled to room temperature, and then insoluble matter was removed by filtration. The solvents were evaporated under reduced pressure from the filtrate, and then water and ethyl acetate were added to the obtained residue, followed by extraction. The organic layer and the aqueous layer were separated, and the aqueous layer was further extracted using ethyl acetate. The organic layers were mixed, washed with saturated saline, and dried using anhydrous sodium sulfate. The solvents were evaporated under reduced pressure, and the obtained residue was purified with silica gel column chromatography (heptane: ethyl acetate = 10:1 to 3:1). The obtained crude compound was recrystallized using the mixed solvent of heptane-diethyl ether, thereby obtaining the entitled compound (2.2 g, 47%). 1H-NMR Spectrum (CDCl3) delta(ppm): 3.98(3H, s), 7.46-7.53(3H, m), 7.74(1H, d, J=8.0Hz), 8.04-8.08(2H, m), 8.25(1H, d, J=8.0Hz)

With the rapid development of chemical substances, we look forward to future research findings about 65515-28-8.

Reference:
Patent; Eisai R&D Management Co., Ltd.; EP2062901; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 133427-07-3 ,Some common heterocyclic compound, 133427-07-3, molecular formula is C9H8N2O2, 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 imidazo[l,2-a]pyridine-8-carboxylic acid methyl ester (3.24 g, 18.3 mmol) and N-iodosuccinimide ( S) (4.11 g, 18.3 mmol) in acetonitrile (50 mL) is stirred at room temperature. After 2 hours, the reaction mixture is quenched with saturated aqueous Na2S2C>3 and extracted with EtOAc (3 x 100 mL). The combined organic layers are washed with water, brine, dried over Na2S04 and concentrated. The crude material is purified by silica gel chromatography eluting with 80% EtOAc in hexanes to afford 3-iodo-imidazo[l,2-a]pyridine-8-carboxylic acid methyl ester. Mp: 99-110C.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,133427-07-3, its application will become more common.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; COOK, Brian Nicholas; KUZMICH, Daniel; WO2011/56440; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 127978-70-5 , The common heterocyclic compound, 127978-70-5, name is (5-Methoxypyridine-2-yl)methanol, molecular formula is C7H9NO2, 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.

5-methoxypyridine-2-carbaldehyde: To a solution of 5.7g (41 mmol) (5-methoxypyridin-2~ yl)methanol in 100 mL CHC I3 was added 15g MnO2 and the mixture heated to reflux for 2 hours, filtered, and washed with boiling CHCI3. The filtrate was washed with brine, dried over MgSO4, and concentrated in vacuo to afford 5-methoxypyridine-2-carbaldehyde as a white solid. IH NMR (400MHz5 CDCl3) delta 9.99 (s, IH), 8.44 (d, J=2.4Hz, IH), 7.97 (d, J=8.4Hz, IH), 7.3 (dd, J=8.4, 2.4Hz, IH), 3.95 (s, 2H)

The synthetic route of 127978-70-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK & CO., INC.; WO2007/120729; (2007); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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 103041-38-9, name is Ethyl 3-(pyridin-2-ylamino)propanoate. This compound has unique chemical properties. The synthetic route is as follows. Formula: C10H14N2O2

obtained in Step 1 19.3g (0.098mol) of Compound 2 was added to the reaction flask was added 100ml of ethyl acetate, taking 22.8g (0.12mol) N-2 -B- alanine ethyl ester pyridine i.e. compound 3, was dissolved in 50ml of ethyl acetate was added to the reaction solution, 25 stirred for 12h, the solvent was distilled off under reduced pressure (vacuum degree: 0.075Mpa; temperature: 50 ) to give a solid, 65 deg.] C, and dried under vacuum 0.08Mpa 2h, was 28.9g3- [4-methoxy-3-methyl -N- (2- pyridyl) – benzamido] – acrylic acid ethyl ester, compound 4 in a yield of 80.7%

With the rapid development of chemical substances, we look forward to future research findings about 103041-38-9.

Reference:
Patent; Kaifeng Baiyun Pharmacy Limited Company; Lin, hengbiao; zhu, zanmei; mao, ying; liu, zhiqing; li, yunduo; (8 pag.)CN105481831; (2016); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 30563-98-5, 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 30563-98-5, name is Ethyl 5-nitropicolinate. This compound has unique chemical properties. The synthetic route is as follows.

A suspension of 5-nitro-pyridine-2-carboxylic acid ethyl ester (2.00 g, 10.2 mmol) and 10% Pd/C (200 mg) in ethanol (30 [ML)] was shaken under hydrogen at 40 psi for 4 h. The catalyst was filtered onto Celite and rinsed. The filtrate was concentrated in vacuo to give 1.47 g (87% yield) of a yellow solid, which displayed [A’H] NMR that matched the literature (Min, R. S.; Aksenov, V. S. [CITEZ.] [HETEROCYCL. COMPD. (ENGL. TRANSL.)] 1988,24, 885-886) and was used without any further purification.

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 30563-98-5, Ethyl 5-nitropicolinate.

Reference:
Patent; PFIZER INC.; WO2004/14904; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1034667-22-5, 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 1034667-22-5 as follows.

Formation of 3-bromo-5-fluoro-lH-pyrazolo[3,4-Z>] pyridine (4)To a mixture of 5-fluoro-lH-pyrazolo[3,4-0]pyridin-3-arnine, 3, (0.88 g, 5.79 mmol) in bromoform (8.8 mL) was added /eri-butyl nitrite (1.38 mL, 1 1.57 mmol). This mixture was heated to 61 C for 1 h and then heated to 90 C for an additional hour. The mixture was cooled to room temperature and bromoform was removed under reduced pressure. The resulting crude – residue was purified by silica gel chromatography (5-50% ethyl acetate/hexanes) to afford 970 mg of the desired product as a white solid: NMR (300 MHz, DMSO-i/6) delta 14.22 (s, 1 H), 8.67 (dd, J = 2.7, 1.9 Hz, 1 H), 8.07 (dd, J = 8.2, 2.7 Hz, 1 H); LCMS Gradient 10-90%, 0.1% formic acid, 5min, C18/ACN, Retention Time = 2.42 min (M+H) 216.1 1.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1034667-22-5, its application will become more common.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; CHARIFSON, Paul, S.; CLARK, Michael, P.; DAVIES, Ioana; GAO, Huai; KENNEDY, Joseph, M.; LEDEBOER, Mark, W.; MALTAIS, Francois; PEROLA, Emanuele; WO2012/83121; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 881-86-7, 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. 881-86-7, name is Dimethyl pyridine-2,5-dicarboxylate, molecular formula is C9H9NO4, 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.

Pyridine 2,5-dicarboxylic acid 5-methyl ester. Pyridine 2,5-dicarboxylic acid 5-methyl ester was synthesised according to the procedure described by Faul, M. M., et al., (J. Org. Chem. 66, 5772-5782, 2002). Di-ester (28 g, 0.146 moles) and methanol (260 mL) were stirred in a 500 mL 3-neck round bottom flask with connected a condenser and a funnel. The reaction mixture was heated at reflux after adding one portion of NaOH (6.2 g, 0.155 moles) for 3 h 30 min to produce a white mixture. While at reflux, 2M HCl (121 mL) was added dropwise over a 1 h period to produce a yellow solution. The flask was placed in an ice water bath to cool, and at r.t., a precipitate appears. The precipitate was collected by filtration and washed with 2:1 MeOH/H2O (35 mL) and then water (50 mL). The precipitate was dried overnight. The final yield was 19.68 g (75percent). NMR 1H 300 MHz, DMSO-d6 (delta, ppm): 9.12 (m, 1H), 8.40 (dd, J=2.1 Hz and 8.1 Hz, 1H, CH), 8.12 (dd, J=0.9 Hz and 8.4 Hz, 1H, CH), 3.89 (s, 3H, CH3). NMR 13C 75.45 MHz, DMSO-d6 (delta, ppm): 165.9, 165.0, 152.1, 150.2, 138.8, 128.3, 125.0, 53.2.

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 881-86-7, Dimethyl pyridine-2,5-dicarboxylate.

Reference:
Patent; Washington, University of; US2008/103192; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1060811-62-2, 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 1060811-62-2, name is 4,6-Dichloronicotinaldehyde. This compound has unique chemical properties. The synthetic route is as follows.

To a stirred solution of 2,6-difluoro-3,5-dimethoxyaniline (9.03 g, 47.7 mmol), sodium triacetoxyborohydride (38.0 g, 180 mmol) in methylene chloride (60 mL)/trifluoroacetic acid (30. mL) at room temperature was added slowly a solution of 4,6-dichloronicotinaldehyde (8.00 g, 45.5 mmol) in methylene chloride (10 mL). After stirring at room temperature for 1 hour, the reaction mixture was concentrated under vacuo then saturated aqueous NaHCO3 (200 mL) was added. The resulting mixture was extracted with DCM (3×150 mL). The organic layers were combined, dried over Na2SO4, and concentrated. The residue was purified on silica gel (eluting with 0 to 40percent EtOAc in hexanes) to afford the desired product. LC-MS calculated for C14H13Cl2F2N2O2[M+H]+ m/z: 349.0. found 349.1.

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 1060811-62-2, 4,6-Dichloronicotinaldehyde.

Reference:
Patent; Incyte Corporation; Wu, Liangxing; Lu, Liang; Qian, Ding-Quan; Shen, Bo; Yao, Wenqing; (40 pag.)US2016/115164; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem