Month: August 2021

Application of 113770-88-0, 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.113770-88-0, name is 3-Fluoro-4-cyanopyridine, molecular formula is C6H3FN2, molecular weight is 122.1, as common compound, the synthetic route is as follows.

3-Fluoro-isonicotinonitrile (0.50 g, 4.10 mmol) was dissolved in ethanol (8 mL) and treated with hydrazine hydrate (0.31 g, 6.1 mmol). After stirring at 70 C for 16 h, the mixture was cooled to RT and concentrated in vacuo and dried to yield the title compound (0.66 g, 100% of theory). LC-MS (Method 2B): Rt = 0.51 min, MS (ESIPos): m/z = 135 [M+H]+

The chemical industry reduces the impact on the environment during synthesis 113770-88-0, I believe this compound will play a more active role in future production and life.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; HASSFELD, Jorma; KINZEL, Tom; KOeBBERLING, Johannes; CANCHO-GRANDE, Yolanda; BEYER, Kristin; ROeHRIG, Susanne; KOeLLNBERGER, Maria; SPERZEL, Michael; BURKHARDT, Nils; SCHLEMMER, Karl-Heinz; STEGMANN, Christian; SCHUHMACHER, Joachim; WERNER, Matthias; ELLERMANN, Manuel; WO2015/67549; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 116986-13-1, 3-(Bromomethyl)picolinonitrile, 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: 3-(Bromomethyl)picolinonitrile, blongs to pyridine-derivatives compound. Recommanded Product: 3-(Bromomethyl)picolinonitrile

Using General Procedure A: A solution of 3,3″-dimethyl-1′,2′,3′,4′,5′,6′-hexahydro-cis-[2,2′;6′,2″]terpyridine (0.104 g, 0.39 mmol), 3-bromomethyl-pyridine-2-carbonitrile (0.115 g, 0.58 mmol), KI (23 mg, 0.14 mmol), and DIPEA (0.15 mL, 0.86 mmol) in DMF (4 mL) was heated at 60 C. for 20 hours. Purification of the crude material by column chromatography on silica gel (20:1:1 CH2Cl2-CH3OH-NH4OH) provided 133 mg (88%) of 3-(3,3″-dimethyl-3′,4′,5′,6′-tetrahydro-2’H-cis-[2,2′;6′,2″]terpyridin-1′-ylmethyl)-pyridine-2-carbonitrile as a tan solid.

The synthetic route of 116986-13-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chen, Gang; Crawford, Jason; Skerlj, Renato; US2005/154201; (2005); 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. 1658-42-0, name is Methyl 2-(pyridin-2-yl)acetate. A new synthetic method of this compound is introduced below., Formula: C8H9NO2

General procedure: A mixture of phenylethynylbromide (1a) (1.0 mmol), ethyl2-pyridylacetate (2a) (0.6 mmol), AgNO3 (34.0 mg, 0.2 mmol, 0.2 equiv.), DABCO(70.0 mg, 1.0 mmol, 1.0 equiv.) in DMSO (3.0 mL) in a test tube (25 mL)equipped with a magnetic stirring bar. The mixture was stirred at 100 oCfor 12 h. After the reaction was completed, the mixture was washed with brineand extracted with ethyl acetate. The organic layer was dried (MgSO4),concentrated in vacuum and purified by flash silica gel chromatography usingpetroleum ether/ethyl acetate 10:1 to give the desired products.

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, 1658-42-0, Methyl 2-(pyridin-2-yl)acetate.

Reference:
Article; Zeng, Wei; Wu, Wanqing; Jiang, Huanfeng; Sun, Yadong; Chen, Zhengwang; Tetrahedron Letters; vol. 54; 35; (2013); p. 4605 – 4609;,
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.872602-74-9, name is 6-Cyanopicolinic acid, molecular formula is C7H4N2O2, molecular weight is 148.1189, as common compound, the synthetic route is as follows.name: 6-Cyanopicolinic acid

6-Cyano-pyridine-2-carboxylic acid (compound F2) (250 mg, 1.6 mmol) is dissolved in ethanol (100ml), concentrated hydrochloric acid (1 mL) and Pd/C (150 mg) are added and the mixture ishydrogenated at 3 bar hydrogen pressure for 6 h. The catalyst is filtered of and the crude product istransferred to the next step without any purification. Yield: 255 mg (85 %) mp: 214-221 C

At the same time, in my other blogs, there are other synthetic methods of this type of compound,872602-74-9, 6-Cyanopicolinic acid, and friends who are interested can also refer to it.

Reference:
Patent; ALTANA PHARMA AG; WO2006/589; (2006); 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. 52334-90-4, name is 3-Methoxypyridin-4-amine. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 52334-90-4

3,4-dichlorobenzenesulfonyl chloride (1 mmol) and 3-methoxypyridin-4-ylamine (1 mmol) were reacted without solvent at 130 C for 4 hours, then cooled and dissolved in a mixture of NaOH (1 M, 10 mL) and methanol (10 mL). Then water and dichloromethane were added and the aqueous phase was collected. The aqueous phase was adjusted to pH 3-4 with acetic acid and then extracted with ethyl acetate. The organic phase was evaporated and the residue was subjected to column chromatography (Si02, ethyl acetate) to give N-(3-methoxypyridin-4-yl)-3,4-dichlorobenzenesulfonamide. The reaction of this intermediate with boron tribromide was as described for N-(6-chloro-4- hydroxypyridin-3-yl)-3,4-dichlorophenyl-methanesulfonamide except that a precipitate formed during the partition between dichloromethane and aqueous sodium hydroxide at pH 13. Without separating the phases, pH was adjusted to 3 with 1 M HC1 and the two- phase mixture was filtered in order to collect the precipitate. The precipitate (30 mg, 9%) was the title compound according to nmr and mass

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, 52334-90-4, 3-Methoxypyridin-4-amine.

Reference:
Patent; ACTIVE BIOTECH AB; FRITZSON, Ingela; LIBERG, David; EAST, Stephen; MACKINNON, Colin; PREVOST, Natacha; WO2014/184234; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 13362-26-0, Ethyl 2-aminonicotinate, 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, Product Details of 13362-26-0, blongs to pyridine-derivatives compound. Product Details of 13362-26-0

[0243] To a stirred solution of compound 11(15 g; 90.36 mmol; 1 eq) in dry THF (150 mL) was added NBS (16 g; 90.36 mmol; 1 eq) in portions at 0 C and the resulting mixture was stirred at 23 C for 18 h. The mixture was poured into ice-cold saturated aqueous NaHCO3 solution and the organic components were extracted with ethyl acetate (3 x 200 mL). The combined organic layers were then washed with brine solution, dried over anhydrous sodium sulfate, filtered and evaporated to dryness to afford the title compound (22 g, 100%) as an off white solid. 1H NMR (DMSO-d6) oe 8.29 (d, 1H, J = 3 Hz), 8.12 (d, 1H, J = 2 Hz), 7.31 (s, 2H), 4.29 (q, 2H, J = 7 Hz), 1.30 (t, 3H, J = 7 Hz). LCMS: mlz = 245.0 [M+j, 247.0 [M+21, RT = 3.34 minutes, (Program P1, Column W).

The synthetic route of 13362-26-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASANA BIOSCIENCES, LLC; THOMPSON, Scott; VENKATESAN, Aranapakam; PRIESTLEY, Tony; KUNDU, Mrinal; SAHA, Ashis; WO2015/95128; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 78790-79-1, 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.78790-79-1, name is 3-Amino-4-cyanopyridine, molecular formula is C6H5N3, molecular weight is 119.12, as common compound, the synthetic route is as follows.

General procedure: Substrate (1.0 mmol), [HDBN+][TFE-] (6.0 mmol) were loaded in a 10 mL glass reaction tube equipped with a magnetic stirrer. The air in the reactor was replaced by CO2. Then, the reactor was stirred at the desired temperature for 3-96 h under CO2 using a balloon. After the reaction, the reaction liquid was cooled to room temperature and quenched by saturated ammonium chloride solution. Then the mixture was filtered to afford the crude product, which was purified by chromatography (silica gel, methanol/dichloromethane=1/20) to give the desired compound. The purified product was characterized by NMR and HR-MS. 1H NMR and 13C NMR studies were carried out with a JEOL NMR 400 (400 MHz, 100 MHz) spectrometer with DMSO-d6 as the solvent. Mass spectra were recorded with an AMD40223(Interambulacra) spectrometer.

The chemical industry reduces the impact on the environment during synthesis 78790-79-1, I believe this compound will play a more active role in future production and life.

Reference:
Article; Li, Chun; Lu, Xunhua; Yang, Yuanyong; Yang, Shenggang; Zhang, Lin; Tetrahedron Letters; vol. 59; 25; (2018); p. 2463 – 2466;,
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. 33252-64-1, name is 3-Nitro-5-(trifluoromethyl)pyridin-2(1H)-one. A new synthetic method of this compound is introduced below., Application In Synthesis of 3-Nitro-5-(trifluoromethyl)pyridin-2(1H)-one

2-Hydroxy-3-nitro-5-trifluoromethylpyridine (8.8 g, 42.3 mmol) was added to a mixture of phosphorous oxychloride (4.2 mL, 45.9 mmol) and phosphorous pentachloride (9.6 g, 46.1 mmol) at 60 C. The reaction mixture was then heated under nitrogen at 80 C. overnight. The resulting dark product mixture was allowed to cool to room temperature and was poured into ice/water. The mixture was extracted with ether and the ether extract was washed with water and brine. After drying over magnesium sulfate, the solvent was removed to leave a dark oil which was subjected to flash chromatography on silica gel eluding with chloroform. Fractions containing only the desired product were combined and concentrated to leave a brown oil (5.0 g, 52%). 1 H NMR (DMSO-d6): delta9.20 (s, 1H), 9.07 (s, 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, 33252-64-1, 3-Nitro-5-(trifluoromethyl)pyridin-2(1H)-one.

Reference:
Patent; Pfizer Inc; US5811432; (1998); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 603310-75-4, 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.603310-75-4, name is 5-Isopropylpyridin-2-amine, molecular formula is C8H12N2, molecular weight is 136.1943, as common compound, the synthetic route is as follows.

Step C: Synthesis of 5 2-(5-isopropylpyridin-2-yl)-6-methoxyisoindolin-l-one; NaOEt, EtOH; [0210] A mixture of ethyl 2-(bromomethyl)-5-methoxybenzoate (0.200 g, 0.73 mmol), 5- isopropylpyridin-2-amine (0.118 g, 0.87 mmol) and sodium ethoxide (0.149 g, 2.19 mmol) in ethanol (15 mL) was heated to 120 0C overnight. The mixture was cooled to room temperature and concentrated. The residue obtained was partitioned between water and ethyl acetate. The organic layer was separated, washed with brine solution, dried over sodium sulfate, filtered, and concentrated. Purification by flash chromatography (silica, gradient 0- 20%, ethyl acetate/hexanes) afforded 2-(5-isopropylpyridin-2-yl)-6-methoxyisoindolin-l-one (0.023 g, 9%) as an off-white solid: m.p. 109-110 0C; 1H NMR (500 MHz, CDCl3) delta 8.56 (d, J= 8.6 Hz, IH), 8.25 (d, J= 2.4 Hz, IH ), 7.64 (dd, J= 8.6, 2.4 Hz, IH), 7.43-7.39 (m, 2H), 7.17 (dd, J= 8.3, 2.4 Hz, IH), 5.03 (s, 2H), 3.89 (s, 3H), 2.97-2.92 (m, IH), 1.29 (d, J= 7.0 Hz, 6H); ESI MS m/z 283 [M+ H]+.

The chemical industry reduces the impact on the environment during synthesis 603310-75-4, I believe this compound will play a more active role in future production and life.

Reference:
Patent; The United States of America, as represented by the Secretary, Department of Health and Human Services; Science Applications International Corporation (SAIC); Albany Molecular Research, Inc.; WO2009/42907; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 69879-22-7 ,Some common heterocyclic compound, 69879-22-7, molecular formula is C6H6N2O, 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.

The crude product (1.7 g, 13.9 mmol) of 6-aminopyridine-3-carbaldehyde synthesized in Referential Example 6 and tert-butylpiperazine-1-carboxylate (3.2 g, 17.2 mmol) were dissolved in dichloromethane (50 mL). The solution was stirred at room temperature for eight hours. Sodium triacetoxyborohydride (8.84 g, 40.9 mmol) was added to the reaction solution, and the reaction mixture was stirred at room temperature for two hours. The progress of the reaction was monitored by LC/MS. After the completion of the reaction, the reaction was quenched by addition of saturated aqueous sodium carbonate solution (50 mL). The solution was extracted with ethyl acetate (50 mL) three times. The extracted organic phases were combined, washed with brine (100 mL) once, and dried over anhydrous sodium sulfate. The solid was filtered out, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography to give the crude title compound (3.3 g, yield: 81%).

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. 69879-22-7, 6-Aminonicotinaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Teijin Pharma Limited; MIZUNO, Tsuyoshi; SHIMADA, Tomohiro; UNOKI, Gen; MARUYAMA, Akinobu; SASAKI, Kosuke; YOKOSAKA, Takuya; TAKAHASHI, Hiroshi; HORIE, Kyohei; SAKAI, Yuri; (181 pag.)EP3546458; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem