Category: pyridine-derivatives

Reference of 915107-31-2, 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. 915107-31-2, name is Methyl 6-chloro-5-methoxynicotinate, molecular formula is C8H8ClNO3, 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.

To a stirred solution of 6-chloro-5-methoxy-nicotinic acid methyl ester (0.5g, 2.48mmol) in anhydrous THF (20mL) cooled to 0 C under nitrogen, LiAIH4 (104mg, 2.728mmol) was added. The reaction was allowed to warm to rt for 2 hrs. The reaction was cooled to 0 C and quenched with water (5mL). Potassium sodium tartrate ( ochelle’s salt) was added to help break up the suspension. The mixture was filtered through Celite, washing well with water (20mL) and ethyl acetate (lOOmL). The filtrate was collected and the layers separated. The aqueous extracted with ethyl acetate (3 x 20mL). The combined organic layers were washed with brine (50mL), dried over MgS04 and the solvent removed in vacuo. The crude was purified by flash chromatography (silica) eluting in step gradients up to 40% Pet. Ether, 60% ethyl acetate. Pure fractions were concentrated affording the title compound (6- chloro-5-methoxy-pyridin-3-yl)-methanol as a white solid (360mg, 2.074mmol, 84% yield). [M+H]+ = 174

According to the analysis of related databases, 915107-31-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; KALVISTA PHARMACEUTICALS LIMITED; DAVIE, Rebecca Louise; EDWARDS, Hannah Joy; EVANS, David Michael; HODGSON, Simon Teanby; MILLER, Iain; NOVAK, Andrew Richard; SMITH, Alun John; STOCKS, Michael John; WO2014/188211; (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. 133081-25-1, name is 6-(2-(tert-Butoxycarbonyl)hydrazinyl)nicotinic acid. A new synthetic method of this compound is introduced below., Formula: C11H15N3O4

A mixture of 2-chloro-4,6-dimethyl-1,3,5-triazine (CDMT) (1.76 g, 10 mmol), 2 (2.53 g, 10 mmol) in THF (10 ml), and N-methylmorpholine (1.1 ml, 10 mmol) and after 4 h 4d (3.40 g, 10 mmol) in THF were combined as above to afford 5d as yellow solid. Compound 5d: mp 176-178 C; yield 36%; IR (KBr) nu (cm-1): 1522.7, 1636.0, 1719.2, 2853.6, 2926.7, 3251.6; 1H NMR (CD3OD) (delta ppm): 8.5 (1H, m, ArH), 8.3 (1H, d, J = 8.7 Hz, ArH), 8.0 (1H, m, ArH), 7.7 (1H, m, ArH), 7.6 (1H, m, ArH), 7.5 (1H, t, J = 5.3 Hz, ArH), 6.7 (1H, d, J = 8.9 Hz, CCHC), 4.6 (2H, s, NH), 3.9-4.0 (2H, m, NHCH2), 3.3 (3H, m, NH,CH2), 3.0 (2H, m, CH2), 2.7 (2H, m, CH2), 2.3 (1H, m, NH), 1.9 (4H, m, CH2), 1.8 (2H, m, CH2), 1.6 (4H, m, CH2), 1.3-1.4 (9H, s, BOC), 1.3 (8H, br, CH2); MS (FAB) m/z (M + 1) 575.4, 475.4, 197.1; MS-HR (FAB) Calcd for C33H46N6O3: 574.36314. Found: 575.36921 (M + 1).

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, 133081-25-1, 6-(2-(tert-Butoxycarbonyl)hydrazinyl)nicotinic acid.

Reference:
Article; Szymanski, Pawel; Markowicz, Magdalena; Mikiciuk-Olasik, Elbieta; Bioorganic Chemistry; vol. 39; 4; (2011); p. 138 – 142;,
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. 53636-70-7, name is 6-Methyl-2,3-pyridinedicarboxylic acid, molecular formula is C8H7NO4, 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: 53636-70-7

In a 100 ml round-bottomed flask 6-methyl-2,3-pyridinedicarboxylic acid (10 g, 55.2 mmol) and acetic anhydride (26 ml, 276 mmol) were added and heated at 100 C. under nitrogen for 5 hours. After this time the volatiles were removed under vacuum to give the title compound D40 (8.2 g) as a slightly brown solid. 1H NMR (400 MHz, DMSO-d6) delta ppm 8.41 (d, 1H), 7.82 (d, 1H), 2.73 (s, 3H).

With the rapid development of chemical substances, we look forward to future research findings about 53636-70-7.

Reference:
Patent; ALVARO, Giuseppe; Amantini, David; Castiglioni, Emiliano; Di Fabio, Romano; Pavone, Francesca; US2010/144760; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 188577-68-6, Adding some certain compound to certain chemical reactions, such as: 188577-68-6, name is 4,5-Dichloropyridin-2-amine,molecular formula is C5H4Cl2N2, 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 188577-68-6.

A mixture of 4,5-dichloropyridin~2-amine (300 mg, 1.84 mmol) and morpholine (480 mg, 5.52 mmol) in DMA (3.6 mL) was heated at 2000C for 60 minutes by microwave irradiation. The mixture was purified by ion exchange chromatography on SCX-II acidic resin (2 g) eluting with methanol, then 2M ammonia-methanol. The basic fractions were combined and solvent was evaporated. Flash chromatography on silica, eluting with ethyl acetate – hexane (1:1) gave 5-chloro-4-morpholinopyridin-2-amine as a colourless solid (347 mg, 88%).1H NMR (500 MHz, (CD3)2CO) delta 3.07-3.09 (4H, m), 3.76-3.78 (4H, m), 5.39 (2H, s), 6.20 (1 H, s), 7.78 (1 H, s). LCMS (3) Rt 2.60 min; m/z (ESI+) 252 (MK+).

According to the analysis of related databases, 188577-68-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; WO2009/44162; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 131747-53-0, (6-(Trifluoromethyl)pyridin-2-yl)methanol, 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: 131747-53-0, blongs to pyridine-derivatives compound. Recommanded Product: 131747-53-0

TEA (1.4 g, 1.9 mL, 14 mmol) was added dropwise to 0 C(6-trifluoromethyl-pyridin-2-yl) -methanol(1.61 g,9.09 mmol) in DCM (20 mL) was added MsCl (1.2 g, 11 mmol) under nitrogen,The reaction was then continued at 0 C. The reaction mixture was concentrated under reduced pressure, then saturated aqueous sodium bicarbonate (40 mL)Dichloromethane (50 mL x 3)The organic phase was dried over anhydrous Na2SO4 and the concentrated crude product was isolated by silica gel column chromatography (eluent: PE / EtOAc (v / v) = 7 /3) to give 2.2 g of a yellow solid, yield: 95%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,131747-53-0, (6-(Trifluoromethyl)pyridin-2-yl)methanol, and friends who are interested can also refer to it.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Liu Bing; Bai Shun; Zhou Youbo; Yang Tiping; He Wei; Zhang Yingjun; Zheng Changchun; (103 pag.)CN106749268; (2017); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 824-51-1, name is 6-Methyl-1H-pyrrolo[2,3-b]pyridine, the common compound, a new synthetic route is introduced below. Quality Control of 6-Methyl-1H-pyrrolo[2,3-b]pyridine

Azaindole 98 (55 mg, 0.42 mmol) was dissolved in 2 ml anhydrous dimethylformamide under nitrogen. Sodium hydride (60% dispersion in oil, 22 mg, 0.54 mmol) was added and the mixture was stirred for 45 min at room temperature. Bromide 10c (180 mg, 0.50 mmol) dissolved in 2 ml anhydrous dimethylformamide was added and the mixture was stirred for 3 h. The mixture was poured over ice-water and was extracted three times with ether. The combined organics were dried over anhydrous magnesium sulphate, filtered and evaporated under reduced pressure to give crude 109 (170 mg) as a yellow oil. Used as such without further purification. Purity 90%. NMR spectrum not recorded. UPLC/MS (3 min) retention time 1.97 min. LRMS: m/z 411 (M+1).

The synthetic route of 824-51-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Buil, Maria Antonia; Calbet, Marta; Castillo, Marcos; Castro, Jordi; Esteve, Cristina; Ferrer, Manel; Forns, Pilar; Gonzalez, Jacob; Lopez, Sara; Roberts, Richard S.; Sevilla, Sara; Vidal, Bernat; Vidal, Laura; Vilaseca, Pere; European Journal of Medicinal Chemistry; vol. 113; (2016); p. 102 – 133;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 153747-97-8, 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.153747-97-8, name is tert-Butyl 4-(5-bromopyridin-2-yl)piperazine-1-carboxylate, molecular formula is C14H20BrN3O2, molecular weight is 342.23, as common compound, the synthetic route is as follows.

Triflurooacetaldehyde hydrate (1.7 g, 14.6 mmol) was added dropwise into a stirred mixture consisting of phosphorus pentoxide (I g, 7.3 mmol) and 4 mL of concentrated sulfuric acid at 95 0C. The freshly produced gaseous trifluororacetaldehyde was trapped with a dry ice-filled cold finger and dripped into a THF solution of tert-butyl 4-(5- bromopyridin-2-yl)piperazine-l-carboxylate (I g, 2.92 mmol) with 2.5 M n-butyllithium in hexanes (1.3 mL, 3.2 mmol) at -78 0C under nitrogen atmosphere. After addition, the reaction mixture was warmed to room temperature and stirred for 2 h. The mixture was quenched with saturated ammonium chloride aqueous solution at -78 0C and the mixture was partitioned between DCM and brine. The organic layer was dried over Na2SO4 and concentrated to afford a brown solid. The crude material was purified by flash chromatography on silica gel, eluting with 10 – 80% EtOAc: heptane. Fractions containing the desired product were combined and concentrated to afford yellow sticky solid (450 mg, 42.6% yield). The Boc protected titled compound (380 mg, 1.1 mmol) was stirred in 20% TFA in DCM (5 mL) for 10 min. The reaction mixture was concentrated to afford the titled product as a TFA salt (260 mg, yield 95%). MS (m/z, MH+): meas. 262.2 calc. 262.25

The chemical industry reduces the impact on the environment during synthesis 153747-97-8, I believe this compound will play a more active role in future production and life.

Reference:
Patent; NOVARTIS AG; WO2008/110611; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 6515-09-9, 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 6515-09-9, name is 2,3,6-Trichloropyridine. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: TCP A (333 mg), complex (1.71 mol%) and solvent (3 mL) are added to each reactor, followed byNEt3 (446 microL). The reactor is purged with nitrogen (3 times) and hydrogen (3 times) thenhydrogenated at 5 bar and various reactor temperatures for 60 mins in a Biotage Endeavor. 40 pL aliquot of each reaction mixture is added to 1 mL MeCN and analysed by normal HPLC method. HPLC areas are converted to concentration (pmol/mL) from the gradients equations in the multipoint external standard.

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 6515-09-9, 2,3,6-Trichloropyridine.

Reference:
Patent; JOHNSON MATTHEY PUBLIC LIMITED COMPANY; MORTIMER, Danny Lee; (19 pag.)WO2017/85476; (2017); 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 886365-06-6, name is Methyl 5-bromo-4-methylpicolinate. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C8H8BrNO2

5-Bromo-4-methyl-pyridine-2-carboxylic acid methylamide: To 5-Bromo-4-methyl-pyridine-2-carboxylic acid methyl ester (200 mg, 0.869 mmol) and methylamine (135 mg, 11.34 mmol) was added (CH3)3Al (0.6 mg, 0.008 mmol). The mixture was placed in a sealed tube and heated at 100 C. for 1 h, after which the mixture was cooled, quenched with water, and extracted with EtOAc. The organic phase was dried, concentrated, and purified by column chromatograph to give 5-Bromo-4-methyl-pyridine-2-carboxylic acid methylamide (130 mg, 65%) as an off-white solid.

With the rapid development of chemical substances, we look forward to future research findings about 886365-06-6.

Reference:
Patent; Hoffmann-La Roche Inc.; Alam, Muzaffar; Du Bois, Daisy Joe; Hawley, Ronald Charles; Bhagirath, Niala; Kennedy-Smith, Joshua; Wilhelm, Robert Stephen; US2013/158049; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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.137736-63-1, name is 2-(4-Bromophenoxy)-5-(trifluoromethyl)pyridine, molecular formula is C12H7BrF3NO, molecular weight is 318.09, as common compound, the synthetic route is as follows.name: 2-(4-Bromophenoxy)-5-(trifluoromethyl)pyridine

(a) (E)-Ethyl 3-(l-(4-((5-(trifluoromethyl)pyridin-2-yl)oxy)phenyl)- lH-indol-3-yl)acrylate (3) was prepared as follows: A mixture of compound 1 (Alfe Aesar, 0.5 g, 1.0 eq), compound 2, Cul (0.2 eq), K2C03 (3 eq), and dimethylglycine (Aldrich, 0.1 eq) in DMF (10 mL) was heated at 160 °C for 30 minutes under microwave. The mixture was dissolved in water/EtOAc (20 mL/100 mL). The organic layer was washed with brine, concentrated and purified by column (silica gel, EtOAc/hexane 1/10) to afford compound 3 as a white solid (0.4 g, 40percent): ?-NMR (400MHz, CDC13) ?: 8.42 (s, IH), 7.85 – 7.92 (m, 3H), 7.54 (s, IH), 7.47 – 7.51 (m, 3H), 7.23 – 7.29 (m, 4H), 7.06 (d, IH, 8.8Hz), 6.45 (d, IH, 16Hz), 4.23 (q, 2H, 7.1Hz), 1.29 (t, 3H, 7.2Hz).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,137736-63-1, 2-(4-Bromophenoxy)-5-(trifluoromethyl)pyridine, and friends who are interested can also refer to it.

Reference:
Patent; PURDUE PHARMA L.P.; YAO, Jiangchao; WO2013/64883; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem