Tag: M.W:100-200

Reference of 121643-44-5, 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. 121643-44-5, name is 2-Methoxy-3-(trifluoromethyl)pyridine, molecular formula is C7H6F3NO, 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.

Preparation Example 36 2-Methoxy-3-(trifluoromethyl)pyridine (8 g), 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione (17 g), and trifluoroacetic acid (32 mL) were mixed, followed by stirring at room temperature for 22 hours. The reaction mixture was concentrated under reduced pressure, and to the residue was added diisopropyl ether. The precipitated solid was separated by filtration and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane-ethyl acetate) to obtain 5-bromo-2-methoxy-3-(trifluoromethyl)pyridine (9.4 g) as an oil.

According to the analysis of related databases, 121643-44-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Astellas Pharma Inc.; TAKAHASHI, Taisuke; KOIKE, Takanori; NEGORO, Kenji; TANAKA, Hiroaki; MAEDA, Jun; YOKOYAMA, Kazuhiro; TAKAMATSU, Hajime; (146 pag.)EP3153511; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 13269-19-7, 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 13269-19-7 as follows.

In a round bottom-flask fitted with a calcium chloride drying tube, acetic anhydride (756 muL, 8 mmol) and formic acid (302 muL, 8 mmol) are stirred at 55 C for 2 h. The mixture is cooled to room temperature before addition of 2-nitropyridin-3-amine (556 mg, 4 mmol) in diethyl ether (10 mL), and stirred overnight at room temperature. The crude mixture is filtered through a short pad of silica gel to afford N-(2-nitropyridin-3-yl)formamide as an orange solid (623 mg, 93%). 1H NMR (CDCl3, 200 MHz) delta (ppm) 10.10 (brs, 1H), 9.30 (d, J = 8.5 Hz, 1H), 8.64 (s, 1H), 8.38 (dd, J1 = 4.3 Hz, J2 = 1.4 Hz, 1H), 7.71 (dd, J1 = 8.5 Hz, J2 = 4.3 Hz).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,13269-19-7, its application will become more common.

Reference:
Article; Bejot, Romain; Carroll, Laurence; Bhakoo, Kishore; Declerck, Jerome; Gouverneur, Veronique; Bioorganic and Medicinal Chemistry; vol. 20; 1; (2012); p. 324 – 329;,
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.98197-88-7, name is 2-(Hydroxymethyl)-4-nitropyridine, molecular formula is C6H6N2O3, molecular weight is 154.12, as common compound, the synthetic route is as follows.SDS of cas: 98197-88-7

A 200-mL round-bottomed flask was charged with isopropanol (50 mL) and NaH (2.12 g, 53 57 mmol) and stirred at 0 C under inert atmosphere for 1 h. After, (4-nitropyridin-2- yl)methanol (1.0 g, 6.5 mmol) was added to the stirring reaction mixture. The resulting reaction mixture was refluxed for 20 h. After this period, the reaction mixture was cooled with an ice bath, quenched with saturated aqueous NHUCI and concentrated in vacuo. The resulting reside was extracted with EtOAc (3 >< 75 mL). The combined organic layers were dried over anhydrous NaaSC filtered, and concentrated in vacuo. The crude material purified by flash chromatography (60 to 100% EtOAc in hexanes) on silica gel (55 mL) to afford (4~isopropoxypyridin-2-yl)methano (242 mg, 22% yield) as a brown oil. At the same time, in my other blogs, there are other synthetic methods of this type of compound,98197-88-7, 2-(Hydroxymethyl)-4-nitropyridine, and friends who are interested can also refer to it. Reference:
Patent; UNIVERSITY OF PITTSBURGH – OF THE COMMONWEALTH SYSTEM OF HIGHER EDUCATION; KOIDE, Kazunori; BEIN, Kiflai; BRESSIN, Robert, Kruger; BURROWS, James, Proviano; GAMBINO, Adriana; LEIKAUF, George, D.; PHAM, Dianne; (80 pag.)WO2020/27905; (2020); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 32710-65-9, 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 32710-65-9, name is 2,6-Dichloroisonicotinonitrile. This compound has unique chemical properties. The synthetic route is as follows.

Example 7. Synthesis of (Z)-2-(2-(3-(2-chloro-6-methoxypyridin-4-yl)-lH- l,2 -triazol-l-yl)vinyl)-l,3,4-oxadiazole (-10).[00316] Synthesis of 2-chloro-6-methoxyisonicotinonitrile: [00317] In a 25-mL, 3N round-bottomed flask equipped with thermometer pocket fitted with an nitrogen inlet and a rubber septum, NaH (0.112 g, 1.0 eq.), methanol (0.11 mL, 1.0 eq.), suspended in N-methyl pyrolidine (5 mL). The reaction mixture was stir at 25-30 C for 30 minutes. To this reaction mixture 2,6-dichloroisonicotinonitrile was added at 0-5 C. The progress of the reaction was followed by TLC analysis on silica gel with 10% EtOAc- hexane as mobile phase which shows that starting material was consumed after 2 hours staring at 0-5 C. Reaction was quenched by water, precipitate was observed that was filter by filter paper and wash with hexane to give required compound (0.51 g, crude). Reaction was stirred for 20 min with water solid was separated and compound was collected by filtration on a Buchner funnel and washed with of hexane (30 mL); Yield: 0.51 g crude 2- chloro-6-methoxyisonicotinonitrile.

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 32710-65-9, 2,6-Dichloroisonicotinonitrile.

Reference:
Patent; KARYOPHARM THERAPEUTICS, INC.; SANDANAYAKA, Vincent, P.; SHACHAM, Sharon; SHECHTER, Sharon; MCCAULEY, Dilara; WO2012/99807; (2012); A1;,
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. 26493-11-8, name is 2-Amino-6,7-dihydrothiazolo[5,4-c]pyridin-4(5H)-one, the common compound, a new synthetic route is introduced below. Recommanded Product: 26493-11-8

Step ii: 2-bromo-6,7-dihydrothiazolo[5,4-clpyridin-4(5H)-one To a 50 mL round bottom flask, were added 2-amino-6,7-dihydrothiazolo[5,4-c]pyridin-4(5H)- one (0.4 g, 0.0023 mol) and THF (10 mL). To the same flask, amyl nitrite (1.6 mL) and copper (II) bromide (0.4 g) were added. The reaction mixture was stirred at RT for 12 h. The reaction mixture was diluted with ethyl acetate and washed with water. The organic layer was separated, washed with brine and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure to get crude product. The crude product was purified by column chromatography using 60-120 silica gel and 50 % ethyl acetate in hexane to get the title compound [0.2 g, 36 %]. LC-MS: 232.0 [M+H]+.

The synthetic route of 26493-11-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AURIGENE DISCOVERY TECHNOLOGIES LIMITED; KOTRABASAIAH UJJINAMATADA, Ravi; HOSAHALLI, Subramanya; BEJUGAM, Mallesham; WO2015/101928; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 135124-71-9, 5-(Hydroxymethyl)nicotinonitrile, 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, 135124-71-9, blongs to pyridine-derivatives compound. Product Details of 135124-71-9

d) 5-Cyano-pyridine-3-carbaldehyde A black suspension of (5-cyano-pyridin-3-yl)-methanol (0.070 g, 0.52 mmol), anhydrous CH2Cl2 (1.04 mL) and manganese oxide (0.181 g, 2.09 mmol) was heated to reflux and monitored by TLC. After 8 h, the reaction mixture was cooled to room temperature and additional manganese oxide (0.095 g, 1.1 mmol) was added to the reaction flask. The reaction mixture was then heated to reflux. After 18 h, the reaction was still not complete by TLC and additional manganese oxide (0.097 g, 1.1 mmol) was added to the reaction flask. After heating at 60 C. for 72 h, the reaction mixture was cooled to room temperature, diluted with EtOAc (50 mL), passed through celite and washed with additional EtOAc (50 mL). The organic filtrate was dried over MgSO4, filtered through sintered glass and concentrated to yield 0.064 g (93%) of a white solid. It was purified by column chromatography (elution with EtOAC:hexanes, 1:3) and yielded 0.038 g (55%) of the title compound as a white solid. 1H NMR (CDCl3): 10.17 (s, 1H), 9.28 (d, J=1.9 Hz, 1H), 9.11 (d, J=2.2 Hz, 1H), 8.45 (dd, J=2.2, 1.9 Hz, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,135124-71-9, its application will become more common.

Reference:
Patent; Cytovia, Inc.; US2006/104998; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 63237-88-7, Adding some certain compound to certain chemical reactions, such as: 63237-88-7, name is Pyrazolo[1,5-a]pyridine-2-carboxylic acid,molecular formula is C8H6N2O2, 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 63237-88-7.

Step 2B: Synthesis of N-{4-[(pyrimidin-2-yl)({[2-(trimethylsilyl)ethoxy]methyl}) sulfamoyl] phenyl}pyrazolo[l,5-a]pyridine-2-carboxamide 13.1 [00307] Methanesulfonyl chloride (0.04ml, 0.55mmol) was added to a stirred mixture of 4- amino-N-(pyrimidin-2-yl)-N- { [2-(trimethylsilyl)ethoxy]methyl} benzene- 1 -sulfonamide (9.1, 150mg, 0.39mmol), pyrazolo[l,5-a]pyridine-2-carboxylic acid (60mg, 0.39mmol) and 3-picoline (0.12 ml, 1.18mmol) in MeCN (dry, 5ml) at 0C. After addition the reaction mixture was allowed to reach rt and stirred for 15h. The reaction mixture was partitioned between DCM (50ml) and water (50ml). The aqueous layer was further extracted with DCM (2x 30ml) and the combined layers dried over Na2S04. The solvent was removed in vacuo to afford a material which was purified by flash column chromatography (heptane/EtOAc 75/25 to 0/100) to obtain 190mg (87%) of N-{4-[(pyrimidin-2-yl)({[2-(trimethylsilyl)ethoxy]methyl}) sulfamoyl]phenyl}pyrazolo[l,5-a]pyridine-2-carboxamide 13.1 as an off white solid.

According to the analysis of related databases, 63237-88-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; RAZE THERAPEUTICS, INC.; SAIAH, Eddine; (148 pag.)WO2016/40449; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 10273-89-9, 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 10273-89-9, name is 2-(o-tolyl)pyridine. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: Unless otherwise stated, in an Argon filled glove-box a crimp-cap microwave vial equipped with a magnetic stirring bar was charged with the appropriate cyclometalated Ru(ll)-catalyst (like Ru1-Ru46, from 3 mol % to 10 mol %), KOAc (5.9 mg, 0.06 mmol, 30 mol %), K2CO3 (2.0 – 4.0 equiv.), the appropriate DG-containing arene (like N1-N12, 0.20 mmol, 1.0 equiv.), the appropriate (hetero)aryl (pseudo)halide (like X1-X42, 0.2 mmol, 1.0 equiv) and /V-methyl-2- pyrrolidone (NMP) (200 pL, 1 M). The vial was capped and stirred at 35 C for 24 hours. Upon completion, the crude mixture was loaded on a silica gel column and purified by flash chromatography.

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 10273-89-9, 2-(o-tolyl)pyridine.

Reference:
Patent; THE UNIVERSITY OF MANCHESTER; LARROSA, Igor; SIMONETTI, Marco; CANNAS, Diego Maria; (94 pag.)WO2019/215426; (2019); 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.197376-47-9, name is Ethyl 6-Chloropyridine-3-acetate, molecular formula is C9H10ClNO2, molecular weight is 199.63, as common compound, the synthetic route is as follows.Recommanded Product: 197376-47-9

A solution of t-butyl-(1-{2-[4-(1-ethyl-1-{4-[4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl]-3-methyl-phenyl}-propyl)2-methyl-phenyl]-ethyl}-2,2-dimethyl-propoxy)dimethylsilane (Example 23-(1); 13 mg, 0.021 mmol) in N,N-dimethylformamide (0.2 mL) was added to 2-chloropyridine-5-acetic acid ethyl ester (7.4 mg, 0.037 mmol) and a [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium (II), dichloromethane complex (1:1) (2.0 mg, 0.0024 mmol). After replacement with nitrogen, the mixture was heated while stirring at an external temperature of 76 to 84C for seven hours and 30 minutes. Water was added to the reaction mixture, followed by extraction with ether. The extract was dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. The residue was purified by silica gel chromatography (hexane/ethyl acetate = 10/1) to give the title compound (2.1 mg, 16%). 1H-NMR (chloroform-d): 0.08 (s, 3H), 0.12 (s, 3H), 0.65 (t, 6H), 0.89 (s, 9H), 0.94 (s, 9H), 1.30 (t, 3H), 1.57 (m, 1H), 1.79 (m, 1H), 2.12 (q, 4H), 2.25 (s, 3H), 2.34 (s, 3H), 2.41 (m, 1H), 2.78 (m, 1H), 3.35 (dd, 1H), 3.67 (s, 2H), 4.20 (q, 2H), 6. 93-7.09 (m, 5H), 7.28 (d, 1H), 7.39 (d, 1H), 7.69 (dd, 1H), 8.56 (d, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,197376-47-9, Ethyl 6-Chloropyridine-3-acetate, and friends who are interested can also refer to it.

Reference:
Patent; CHUGAI SEIYAKU KABUSHIKI KAISHA; EP1894911; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 39891-09-3, 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 39891-09-3, name is 2-Chloropyridine-5-acetonitrile. This compound has unique chemical properties. The synthetic route is as follows.

Step 2. Synthesis of (6-chloropyridin-3-yl) acetic acid ethyl ester. 10 g (65 5 mmol) (6-chloropyriotadiotan-3-yl)acetoniotatriotale were added to a mixture of 122 mL ethanol and 46 mL cone sulfuric acid and the mixture stirred under reflux for 5 h After cooling to ambient temperature, the reaction mixture was slowly added dropwise. while stirring, to a mixture of 161 g sodium bicarbonate and 450 mL water The aqueous phase was extracted with DCM (three times with 300 mL each time) The combined organic phases were dried over sodium sulfate, filtered and concentrated on a rotary evaporator The crude oil was purified by silica gei chromatography, eluted using a gradient of 2/98(v/v) EtOAc/hexanes to 9/91 (v/v) EtOAc/hexanes to afford 9 8 g (75%) of product as clear oil ESI-MS m/z 200 (MH)f

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 39891-09-3, 2-Chloropyridine-5-acetonitrile.

Reference:
Patent; NOVARTIS INTERNATIONAL PHARMACEUTICAL LTD.; BURNS, Christopher, J.; GOSWAMI, Rajesh; JACKSON, Randy, W.; LESSEN, Thomas; LI, Weiping; PEVEAR, Daniel; TIRUNAHARI, Pavan, Kumar; XU, Hongyu; WO2010/130708; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem