Category: pyridine-derivatives

Related Products of 868551-30-8, 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. 868551-30-8, name is Methyl 4-methyl-5-nitropicolinate, molecular formula is C8H8N2O4, 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 stirring solution of methyl 4- methyl-5-nitro-pyridine-2-carboxylate (3.00 g) in THF (40 mL) was added Pd/C catalyst (300 mg). The flask was evacuated and back-filled with hydrogen from a balloon three times and then stirred under hydrogen overnight. The mixture was filtered through Celite, and the filter cake was extracted several times with ethyl acetate. The combined organic extracts were concentrated and the resulting white powder (2.58 g, 100%) consisting of methyl 5-amino-4-methyl-pyridine-2-carboxylate was used in the next step without further purification and characterization. To a stirring solution of methyl 5- amino-4-methyl-pyridine-2-carboxylate (2.58 g, 15.53 mmol) in AcOH (60 mL), was added 2.0 M sodium nitrite in water (9.3 mL, 18.63 mmol) and the mixture was stirred for 4 h at room temperature. The acetic acid and other volatiles were removed at high vacuum, the resulting solid was suspended in water and filtered to give the title compound as a yellowish solid (2.18 g, 79% yield). (at)HNMR (DMSO-d6) : 8 ppm 13.98 (bs, 1 H), 9.10 (s, 1 H), 8.57 (s, 1 H), 8.39 (s, 1 H), 3.88 (s, 3H). LCMS (API- ES M+Na+) 200.

According to the analysis of related databases, 868551-30-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PFIZER INC.; WO2005/103003; (2005); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 58553-48-3, 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. 58553-48-3, name is 5-(Hydroxymethyl)picolinonitrile, molecular formula is C7H6N2O, 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.

Example 46A (6-Cyanopyridin-3-yl)methyl methanesulfonate 3.51 ml (27.14 mmol) of N,N-diisopropylethylamine and 2.87 ml (25.05 mmol) of methanesulfonic acid chloride were added successively to a solution of 2.8 g (20.87 mmol) of 5-(hydroxymethyl)pyridine-2-carbonitrile [A. Ashimori et al., Chem. Pharm. Bull. 1990, 38 (9), 2446-2458] in 50 ml of anhydrous methylene chloride at 0 C. The reaction mixture was then stirred at RT for 1 h. 10 ml of water were then added, the phases were separated and the aqueous phase was extracted twice with approx. 10 ml of methylene chloride each time. The combined organic extracts were washed with saturated sodium chloride solution, dried over anhydrous magnesium sulfate, filtered and freed from the solvent on a rotary evaporator. The residue obtained was separated into its components by means of MPLC (silica gel, cyclohexane/ethyl acetate 1:1). 2.12 g (48% of th.) of the title compound (for the analytical data see below) and 1.51 g (47% of th.) of the compound described in Example 45A were obtained. 1H-NMR (400 MHz, CDCl3, delta/ppm): 8.76 (d, 1H), 7.93 (dd, 1H), 7.78 (d, 1H), 5.32 (s, 2H), 3.10 (s, 3H). MS (DCI, NH3): m/z=213 [M+H]+, 230 [M+NH4]+. LC/MS (method F, ESIpos): Rt=0.57 min, m/z=213 [M+H]+.

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 58553-48-3, 5-(Hydroxymethyl)picolinonitrile.

Reference:
Patent; BAYER SCHERING PHARMA AKTIENGESELLSCHAFT; Haerter, Michael; Beck, Hartmut; Ellinghaus, Peter; Berhoerster, Kerstin; Greschat, Susanne; Thierauch, Karl-Heinz; Suessmeier, Frank; US2013/196964; (2013); 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 956010-87-0, name is 3-(Trifluoromethyl)-1H-pyrazolo[3,4-b]pyridine. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 956010-87-0

To compound 12 (150 mg, 0.80 mmol) and N-methyl-N-phenylhydrazinecarbothioamide (174 mg, 0.96 mmol) was added a 1N aqueous sodium hydroxide solution (3.0 mL), and the mixture was heated in a microwave oven to 150 C for 10 min. The mixture was diluted with water and extracted twice with ethyl acetate. The solvent was evaporated, and the residue was purified by preparative HPLC to yield 159 mg (64 %) of the title compound as a tan solid. 1H NMR (400 MHz, DMSO-d6): delta 3.60 (s, 3H), 7.35-7.40 (m, 2H), 7.52 (t, J=7.7Hz, 2H), 7.56-7.59 (m, 2H), 8.60 (dd, J=7.3, 1.5Hz, 1H), 8.64 (dd, J=4.4, 1.5Hz, 1H), 14.13 (s, 1H). 13C NMR (125 MHz, DMSO-d6): delta 40.61, 111.6, 118.5, 124.5, 127.0, 130.0, 130.8, 136.0, 146.5, 150.1, 151.7, 152.5, 169.3. HRMS m/z calcd for C15H12N6S + [H+]: 309.0917; found: 309.0908.

With the rapid development of chemical substances, we look forward to future research findings about 956010-87-0.

Reference:
Article; Schirok, Hartmut; Griebenow, Nils; Fuerstner, Chantal; Dilmac, Alicia M.; Tetrahedron; vol. 71; 34; (2015); p. 5597 – 5601;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 5453-67-8, 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.5453-67-8, name is Dimethyl pyridine-2,6-dicarboxylate, molecular formula is C9H9NO4, molecular weight is 195.17, as common compound, the synthetic route is as follows.

A suspension of dimethyl pyridine-2,6-dicarboxylate (1.0 g, 5.12 mmol) in methanol (8 mL) and THF (3 mL) was heated at 75C until the solid was dissolved.NaBH4 (184 mg, 4.87 mmol) was then added portion-wise. The mixture was stirred at70C for 1 h. The mixture was cooled to room temperature and 10% citric acid (1.6 mL)was added. The solution was filtered and the filtrate was evaporated to dryness, taken upin dichloromethane, dried over Mg504 and the solvent was removed in vacuo. Theresidue was purified by silica gel chromatography, eluting with 0-100% EtOAc in isohexane, to provide a colourless oil which was then dissolved in toluene (20 mL) and chloroform (20 mL). Mn02 (194 mg, 22.2 mmol) was added and the mixture was stirred at room temperature for 18 h. The mixture was filtered through a pad of fluorosil, eluting with chloroform (30 mL) and the solvent was removed in vacuo to provide the titlecompound (249 mg, 29%) as white solid.?H NMR (400 MHz, CDC13): oe 10.20 (s, 1 H), 8.37 (dd, J = 1.2, 7.6 Hz, 1 H), 8.17(dd, J = 1.2, 7.6 Hz, 1 H), 8.08-8.04 (m, 1 H), 4.07 (s, 3 H).

Statistics shows that 5453-67-8 is playing an increasingly important role. we look forward to future research findings about Dimethyl pyridine-2,6-dicarboxylate.

Reference:
Patent; CHIESI FARMACEUTICI S.P.A.; AMARI, Gabriele; ARMANI, Elisabetta; GHIDINI, Eleonora; BAKER-GLENN, Charles; VAN DE POeEL, Herve; WHITTAKER, Ben; WO2015/82616; (2015); 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. 123853-39-4, name is 4-(2,3-Dichlorophenyl)-5-(methoxycarbonyl)-2,6-dimethyl-1,4-dihydropyridine-3-carboxylic acid. This compound has unique chemical properties. The synthetic route is as follows. HPLC of Formula: C16H15Cl2NO4

Compound 7 (300 mg, 0.83 mmol), NaHC03 (150 mg, 1.66 mmol) was dissolved in DMF (8 ml), compound 8 (170 mg, 1.24 mmol) was added under N2 and heated to 80 C reflux, 4 hours The organic layer was washed with saturated brine, dried over anhydrous NaS04 and separated by column chromatography to obtain clovipid butyrate (250 mg,65% yield)

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, 123853-39-4, 4-(2,3-Dichlorophenyl)-5-(methoxycarbonyl)-2,6-dimethyl-1,4-dihydropyridine-3-carboxylic acid.

Reference:
Patent; ARROMAX PHARMATECH SUZHOU CO LTD; JIAN, HONG; XU, XIN; (12 pag.)CN104230792; (2016); B;,
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 885168-04-7, name is 5-Bromo-3-chloropicolinaldehyde. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 885168-04-7

2) In tetrahydrofuran (27 mL) was dissolved 5-bromo-3-chloro-N-methoxy-N-methyl- pyridine-2-carboxamide (2.66 g), the mixture was cooled under nitrogen atmosphere at -70C or lower, and a tetrahydrofuran (5 mL) suspension of lithium aluminum hydride (180 mg) was added dropwise to the mixture. The mixture was stirred at -70C or lower for 2 hours, then, water (10 mL) and a saturated brine (10 mL) were added dropwise to the mixture. A temperature of the mixture was raised to room temperature, the mixture was extracted with ethyl acetate, and the organic layer was washed with water and a saturated brine. The organic layer was dried over anhydrous magnesium sulfate, concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (n-hexane: ethyl acetate=100:0 to 90: 10) to obtain a mixture of an aldehyde compound and an aldehyde equivalent (2.1 g). To water (36 mL) were added 3,3-dibromo-l,l,l-trifluoropropan-2-one (6.61 g) and sodium acetate (4.02 g) and the mixture was stirred at 95C for 30 minutes. An aqueous solution obtained by ice-cooling the mixture was added to a mixture comprising the previously obtained mixture of the aldehyde/ aldehyde equivalent (1.8 g), 28% aqueous ammonia (18 mL) and methanol (36 mL) at room temperature, and the resulting mixture was stirred at room temperature for 17 hours. The reaction mixture was concentrated, the residue was extracted with ethyl acetate, and the organic layer was washed with a saturated brine, and then, dried over anhydrous magnesium sulfate. After concentrating the mixture under reduced pressure, the residue was purified by silica gel column chromatography (n-hexane: ethyl acetate=80:20), and the obtained solid was collected by filtration, washed with isopropyl ether and dried to obtain 5-bromo-3-chloro-2-[5- (trifluoromethyl)-lH-imidazol-2-yl]pyridine (935 mg).MS (m/z): 326/328/330 [M+H]+

With the rapid development of chemical substances, we look forward to future research findings about 885168-04-7.

Reference:
Patent; MITSUBISHI TANABE PHARMA CORPORATION; SAKURAI, Osamu; SARUTA, Kunio; HAYASHI, Norimitsu; GOI, Takashi; MOROKUMA, Kenji; TSUJISHIMA, Hidekazu; SAWAMOTO, Hiroaki; SHITAMA, Hiroaki; IMASHIRO, Ritsuo; WO2012/81736; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 669066-89-1, 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. 669066-89-1, name is 3-Amino-5-bromopicolinamide. A new synthetic method of this compound is introduced below.

(b) 3-Amino-5-bromopicolinic acid. A mixture of 3-amino-5- bromopicolinamide (28.2 g, 0.13 mol) and concentrated HCl (361 inL) was heated at reflux for 12 hours. The reaction mixture was allowed to reach room temperature, and the solid which precipitated was filtered. The filter cake was dissolved in water, and the pH of the aqueous solution was adjusted to pH = 4 with saturated NaOAc, and extracted with EtOAc (3 x). The combined organic extracts were dried over anhydrous MgSO4, and filtered. The filtrate was evaporated under reduced pressure, and the residue dried in vacuo to afford the title compound as a solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,669066-89-1, 3-Amino-5-bromopicolinamide, and friends who are interested can also refer to it.

Reference:
Patent; AMGEN INC.; WO2008/76425; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1186637-43-3 ,Some common heterocyclic compound, 1186637-43-3, molecular formula is C7H5BrN2O, 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-(tert-butoxycarbonylamino)phenylboronic acid (1.0 eq.) and 3-bromo-6-methoxypicolinonitrile (from step 1) (1.0 eq.) in toluene (0.44 M) was mixed with tetrakis(triphenyl-phosphine)palladium (5 mol %) and 2N aqueous potassium carbonate solution (2.0 eq.). The reaction was heated to 100 C. and stirred overnight. After cooling to ambient temperature, the reaction content was diluted with 2% methanol in dichloromethane and water. The two phases were separated, and the aqueous layer was extracted twice with 2% methanol in dichloromethane. The combined organic layers were washed with brine, dried over anhydrous MgSO4, and concentrated en vacuo. The crude product was purified by flash chromatography on a COMBIFLASH system (ISCO) using 0-50% ethyl acetate in hexane to give 3-methoxybenzo[f][1,7]naphthyridin-5-amine as a yellow solid. 1H NMR (acetone d-6): delta 8.91 (d, 1H), 8.34 (d, 1H), 7.63 (d, 1H), 7.51-7.53 (dd, 1H), 7.27-7.33 (m, 2H), 6.65 (br, 2H), 4.11 (s, 3H). LRMS [M+H]=226.1

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1186637-43-3, its application will become more common.

Reference:
Patent; GlaxoSmithKline Biologicals SA; Skibinski, David; Jain, Siddhartha; Singh, Manmohan; O’Hagan, Derek; (124 pag.)US9408907; (2016); B2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 76041-79-7, 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.76041-79-7, name is 5-Bromo-3-(trifluoromethyl)pyridin-2-ol, molecular formula is C6H3BrF3NO, molecular weight is 241.99, as common compound, the synthetic route is as follows.

Methyl iodide (0.12 mL, 1.88 mmol) and Cs2C03(0.942 g, 2.89 mmol) were added to a solution of 5-bromo-3-(trifluoromethyl)-1 H-pyridin-2-one (0.350 g, 1.45 mmol) in DMF (3 mL) and the resulting mixture was stirred for 18 h at rt. The solvent was evaporated under reduced pressure, water (10 ml) was added to the residue and the aqueous phase was extracted with EtOAc (2 x 30 mL). The combined organic phases were washed with brine and dried over MgS04, filtered and concentrated under reduced pressure. The material was triturated with ether then dried to afford title compound, which was used in the next step without any further purification (0.32 g, 86%).1H NMR (500 MHz, CDCI3) delta 7.78 (d, J = 2.1 Hz, 1 H), 7.64 (d, J = 2.7 Hz, 1 H), 3.59 (s, 3H).

The chemical industry reduces the impact on the environment during synthesis 76041-79-7, I believe this compound will play a more active role in future production and life.

Reference:
Patent; NEOMED INSTITUTE; POURASHRAF, Mehrnaz; JACQUEMOT, Guillaume; CLARIDGE, Stephen; BAYRAKDARIAN, Malken; JOHNSTONE, Shawn; ALBERT, Jeffrey S.; GRIFFIN, Andrew; (180 pag.)WO2017/24412; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 60781-83-1, 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 60781-83-1, name is 4-Phenylpyridin-2-amine. This compound has unique chemical properties. The synthetic route is as follows.

Compound chloroacetate (Chloroacetic acid) 8.88 g (93.9 mmol), dissolved in 17mL H2O and then triethylamine (Triethylamine) 17mL was added slowly and then the 2-amino-4-phenyl pyridine (2-Amino-4-phenylpyridine) 20 g ( put 117 mmol) was 5 hours at 90 . After cooling to room temperature, ethyl alcohol (Ethyl alcohol) into a 20mL 2 hours of reaction at 0 and filtered (Filter) 19.5 g to give the title compound 76-6 (73%).

According to the analysis of related databases, 60781-83-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Hee Sung Material Co., Ltd; Kim, Ji Hee; Jang, So Hyun; Kim, Yeong Woo; Kim, Hyun Dong; Uhm, Song Jin; Lee, Ju Dong; (50 pag.)KR2016/1508; (2016); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem