Tag: M.W:100-200

Electric Literature of 13958-93-5, Adding some certain compound to certain chemical reactions, such as: 13958-93-5, name is 3,5-Dichloroisonicotinic acid,molecular formula is C6H3Cl2NO2, 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 13958-93-5.

Preparation of 3,5-dichloro-N-(4-hydroxymethyl-phenyl)-isonicotinamide: A suspension of 3,5-dichloroisonicotinic acid (128 mg, 0.667 mmol) in thionyl chloride (2 mL) was heated at reflux for 2 h, then concentrated. To the residue was added 4-aminobenzyl alcohol (123 mg, 0.999 mmol) and THF (2.2 mL), and the mixture was stirred at room temperature for 19 h. The mixture was filtered, and the filtrate was concentrated to give a yellow foam (125 mg, 63%). 1H NMR (CD3OD) delta 4.60 (s, 2H), 7.38 (d, 2H, J=8.7 Hz), 7.63 (d, 2H, J=8.4 Hz), 8.66 (s, 2H).

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. 13958-93-5, 3,5-Dichloroisonicotinic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Bridger, Gary; Skerlj, Renato; Kaller, Al; Harwig, Curtis; Bogucki, David; Wilson, Trevor R.; Crawford, Jason; McEachern, Ernest J.; Atsma, Bem; Nan, Siqiao; Zhou, Yuanxi; Schols, Dominique; Smith, Christopher Dennis; Di Fluri, Maria Rosaria; US2002/147192; (2002); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 92992-85-3, 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 92992-85-3, name is 2-Bromo-3,5-dimethylpyridine. This compound has unique chemical properties. The synthetic route is as follows.

Example 166 2-[2-(3,5-dimethylpyridin-2-yl)-5,8-dioxo-6-(propan-2-yl)-5,6,7,8-tetrahydro-4H-pyrazolo[1,5-a]pyrrolo[3,4-d]pyrimidin-4-yl]-N-(5-fluoropyridin-2-yl)acetamide . A mixture of 2-bromo-3,5-dimethylpyridine (64 mg, 345 muetaetaomicronIota) and hexamethylditin (72 muIota, 350 muetaetaomicronIota) in 1,4-dioxane (3 ml) was degassed with a stream of nitrogen, then tetrakis(triphenylphosphine)palladium(0) (12 mg, 10.8 muetaetaomicronIota) was added. The reaction was subjected to microwave irradiation at 1 10 C for 2h. 2-[2-Bromo-5,8-dioxo-6-(propan-2-yl)-5,6,7,8-tetrahydro-4H-pyrazolo[1,5-a]pyrrolo[3,4-d]pyrimidin-4-yl]-N-(5-fluoropyridin-2-yl)acetamide (100 mg, 216 muetaetaomicronIota) (example 75) was added, and the reaction irradiated at 1 10C for a further 2h. KF and celite (1 :1 mixture, 250 mg) were added, and the solution stirred for one hour, before being filtered, washing with ethyl acetate/methanol, and concentrated under reduced pressure. The crude mixture was taken up in toluene (3 ml), and degassed with a stream of N2 for 5mins. Tetrakis(triphenylphosphine)palladium(0) (12 mg, 10.8 muetaetaomicronIota) was added, and the reaction irradiated to 120C in the microwave for 1 h, the irradiation was then repeated until conversion was complete. KF and celite (1 :1 mixture, 250 mg) were added, and the solution stirred for one hour, before being filtered, washing with ethyl acetate/methanol, and concentrated under reduced pressure. The crude material was purified by preparative HPLC, then further purified by trituration from MeCN to afford 27.7 mg (26% yield) of the title compound as an off-white powder. 1H NMR (500 MHz, Chloroform-d) delta [ppm] 1.34 (d, 6H), 2.35 (s, 3H), 2.75 (s, 3H), 4.39 (s, 2H), 4.51 – 4.64 (m, 1H), 5.46 (s, 2H), 6.95 (s, 1H), 7.37 – 7.44 (m, 2H), 8.09 – 8.17 (m, 2H), 8.33 (s, 1H), 8.91 (s, 1H). LC-MS (Analytical Method F) Rt = 2.30 min; MS (ESIpos): m/z = 490 [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 92992-85-3, 2-Bromo-3,5-dimethylpyridine.

Reference:
Patent; BAYER AKTIENGESELLSCHAFT; BAYER PHARMA AKTIENGESELLSCHAFT; KOPPITZ, Marcus; SIEBENEICHER, Holger; BRAeUER, Nico; POOK, Elisabeth; ROTGERI, Andrea; NEUHAUS, Roland; FISCHER, Oliver, Martin; NAGEL, Jens; DAVENPORT, Adam, James; CARR, James, Lindsay; TOWNSEND, Robert, James; CONNELLY URSINYOVA, Nina; PARROTT, Shelley, Anne; (471 pag.)WO2019/81343; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 6188-43-8, 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.6188-43-8, name is Imidazo[1,2-a]pyridine-3-carbaldehyde, molecular formula is C8H6N2O, molecular weight is 146.15, as common compound, the synthetic route is as follows.

b) (1S, 35)-N-(6-Fluoro-4-methylquinolin-2-yl)-N’-(imidazo [1, 2-a] pyridin-3- ylmethyl) cyclopentane-1, 3-diamine; (15, 3S)-N-(6-Fluoro-4-methylquinolin-2-yl) cyclopentane-1, 3-diamine (76 mg, 0.29 mmol) and imidazo [1, 2-a] pyridine-3-carbaldehyde (43 mg, 0.29 mmol) were dissolved in 2 mL of DCM and allowed to react for 4h. Sodium triacetoxyborohydride (112 mg, 0.53 mmol) was added and the mixture was stirred overnight. Much of the imine was left according to LC-MS. Sodium borohydride (50 mg, 1.3 mmol) was added and stirring was continued for 30 min. The mixture was acidified with 2M HCl and after 5 min the mixture was poured into water which was made alkaline with 2M NaOH. The mixture was extracted three times with EtOAc and the combined organic layer was washed with water, dried over Na2SO4, filtered and evaporated. The crude product was chromatographed on a 2 g Isolute Si column with DCM/MeOH/TEA 100/5/1. Yield: 91 mg (77%). 1H NMR (400 MHz, CDCl3) 6 8.29 (m, 1H), 7.60 (dd, 1H), 7.56 (m, 1H), 7.46 (s, 1H), 7.31 (dd, 1H), 7.23 (m, 1H), 7.13 (m, 1H), 6.77 (m, 1H), 6.46 (s, 1H), 4.85 (bd, 1H), 4.44 (m, 1H), 4.03 (s, 2H), 3.29 (m, 1H), 2.44 (bd, 3H), 2.27 (m, 1H), 2.10-1. 95 (m, 2H), 1.77 (m, 1H), 1.55-1. 35 (m, 2H). 13C NMR (100 MHz, CDC13) 6 159.9, 157.5, 156.9, 147.0, 145.7, 145.12, 145.08, 133.1, 129.2, 129.1, 125.7, 124.9, 124.8, 124.7, 123.3, 119.3, 119.1, 118.5, 113.0, 112.8, 108.6, 108.4, 58.6, 52.3, 43.0, 41.5, 33.1, 32.7, 19.7. LC-MS [M+H] + 390.2.

The chemical industry reduces the impact on the environment during synthesis 6188-43-8, I believe this compound will play a more active role in future production and life.

Reference:
Patent; ASTRAZENECA AB; WO2005/66132; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 97004-04-1, 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 97004-04-1 as follows.

2-(4-Trifluoromethylphenyl hydrazono) propionic acid (12.31 g, 50.0 mmol) was dissolved in dichloromethane (250 ml) and N,N-dimethylformamide (25 ml), and 5-aminomethyl-2-chloropyridine (7.13 g, 50.0 mmol) and 1-[3-(dimethylamino) propyl]-3-ethylcarbodiimide hydrochloric acid salt (9.59 g, 50.0 mmol) were added thereto. 30 hours later, the mixture was washed with 1N hydrochloric acid, a saturated sodium bicarbonate water and a saturated brine, and dried on sodium sulfate and then filtrated. The residue obtained by concentrating the resulting filtrate was purified with a silica gel chromatography to obtain N-(6-chloro-3-pyridylmethyl)-2-(4-trifluoromethylphenyl hydrazono) propionic acid amide (Compound No. 63) (14.47 g, 39.02 mmol, 78%). Compound No. 63: mp 184C; 1H NMR (400 MHz, CDCl3) delta 2.16 (3H, s), 4.57 (2H, d), 7.15 (2H, d), 7.31 (2H, d), 7.35 (1H, brt), 7.54 (2H, d), 7.64 (1H, s), 7.66 (1 H, dd), 8.38 (1 H, d).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,97004-04-1, its application will become more common.

Reference:
Patent; Nihon Nohyaku Co., Ltd.; EP1470752; (2004); 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.75358-90-6, name is Ethyl 2-cyanonicotinate, molecular formula is C9H8N2O2, molecular weight is 176.17, as common compound, the synthetic route is as follows.Recommanded Product: 75358-90-6

To a solution of ethyl 2-cyano-3-pyridinecarboxylate (2.5 g) and conc. HCl (5 mL) in 150 mL ethanol was added 10% Pd/C (wet, 250 mg) and the reaction mixture was hydrogenated using a hydrogen balloon and stirred for 12 h. The reaction was filtered through celite and ethanol was evaporated to give ethyl 2-(aminomethyl)-3-pyridinecarboxylate HCl as a white solid which was used in the next step without further purification.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,75358-90-6, Ethyl 2-cyanonicotinate, and friends who are interested can also refer to it.

Reference:
Patent; Global Blood Therapeutics, Inc.; The Regents of the University of Califorina; Cytokinetics, Inc.; Metcalf, Brian; Chuang, Chihyuan; Warrington, Jeffrey; Paulvannan, Kumar; Jacobson, Matthew P.; Hua, Lan; Morgan, Bradley; US2015/344483; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 709652-82-4, 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. 709652-82-4, name is 2-Amino-5-bromonicotinonitrile. A new synthetic method of this compound is introduced below.

To a stirred solution of compound 2 (4.6 g) in HC1 (48.4 mL ) was added sodium nitrite ( 5.3 mL ) dropwise at-5 C. The reaction mixture was stirred at room temperature for 2h. The resulting solids were collected by filtration and dried in vacuum to give compound 3 (4.4 g, 88%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,709652-82-4, 2-Amino-5-bromonicotinonitrile, and friends who are interested can also refer to it.

Reference:
Patent; VITAS PHARMA RESEARCH PRIVATE LIMITED; RANGARAJAN, Radha; KUMAR, Rajinder; PRABHAKAR, B V; CHANDRASEKHAR, P; MALLIKARJUNA, P; BANERJEE, Ankita; WO2013/42035; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 34486-24-3, Adding some certain compound to certain chemical reactions, such as: 34486-24-3, name is 2-Amino-6-(trifluoromethyl)pyridine,molecular formula is C6H5F3N2, 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 34486-24-3.

To a stirred solution of 6-(trifluoromethyl)pyridin-2-amine (2 g, 12.34 mmol) in methanol (20 ml.) was added N-bromosuccinamide (2.19 g, 12.34 mmol) in portions at 0 C. Reaction mixture was then stirred at rt for 10 h. After completion of reaction (monitored by TLC) evaporated the solvent invacuo to dryness. Crude compound was purified by column chromatography using 0-50% EtOAc in n-hexanes to afford title compound 1 .4 g (48.2%), Rf = 0.55 (20% EtOAc in n-Hexane). 1 H NMR (300 MHz, Chloroform-d) d 7.68 (d, J = 8.6 Hz, 1 H), 6.53 (d, J = 8.7 Hz, 1 H), 4.71 (s, 2H).

According to the analysis of related databases, 34486-24-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NOVARTIS AG; JIRICEK, Jan; NG, Shuyi Pearly; RAO, Srinivasa P S; (126 pag.)WO2019/244049; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 169205-95-2, 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.169205-95-2, name is 2-(Methylthio)oxazolo[4,5-b]pyridine, molecular formula is C7H6N2OS, molecular weight is 166.2, as common compound, the synthetic route is as follows.

Preparation of fert-Butyl [2-([l ,3]oxazolo[4,5-]pyridin-2-ylamino)ethyl]carbamate(P^ />-NH(CH2)2NHBOCA mixture of 2-(methylthio)-[l,3]-thiazolo[4,5-&]pyridine (100 mg, 0.602 mmol) and /erf-butyl (2-aminoethyl)carbamate (193 mg, 1.204 mmol) was heated neat at 85C for 1 h. The reaction mixture was cooled to room temperature, the residue obtained was purified by silica gel column chromatography using 2% methanol in chloroform as eluent to give the title compound as an off-white solid; 1.40 (s, 9H), 3.45-3.52 (m, 2H), 3.65- 3.70 (m, 2H), 6.90-6.96 (m, IH), 7.45 (d, J = 7.2 Hz, IH), 8.17-8.23 (m, IH); ESI- MS (m/z) 279.11 (MH)+.

Statistics shows that 169205-95-2 is playing an increasingly important role. we look forward to future research findings about 2-(Methylthio)oxazolo[4,5-b]pyridine.

Reference:
Patent; GLENMARK PHARMACEUTICAL S.A.; IRLAPATI, Nagoswara, Rao; THOMAS, Abraham; KURHE, Deepak, Kantilal; SHELKE, Sandeep, Yadunath; KHAIRATKAR, JOSHI, Neelima; VISWANADHA, Srikant; MUKHOPADHYAY, Indranil; WO2010/10435; (2010); A2;,
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.66909-38-4, name is 6-Chloro-4-methylpyridin-3-amine, molecular formula is C6H7ClN2, molecular weight is 142.5862, as common compound, the synthetic route is as follows.SDS of cas: 66909-38-4

Example 406-TERT-BUTYL-N-((1R)-1-{4-METHYL-5-[(METHYLSULFONYL)AMINO]PYRIDIN-2-YL}ETHYL)-2-NAPHTHAMIDE 40A) N-(6-CHLORO-4-METHYLPYRIDIN-3-YL)METHANESULFONAMIDE A mixture of 3-amino-6-chloro-4-picoline (2.0 g, 14.0 mmol) and methanesulfonyl chloride (1.93 g, 16.8 mmol) in pyridine (140 ml) was stirred for 2 hours at room temperature. The resulting mixture was quenched with 2 M HCl aqueous solution and diluted with EtOAc. The separated organic phase was washed with 2 M HCl aqueous solution, dried over magnesium sulfate, concentrated to give crude. It was diluted with EtOAc and extracted with 2 M sodium hydroxide aqueous solution. The separated basic phase was acidified with 2 M HCl aqueous solution to give precipitates, which were collected and rinsed with water, dried in vacuo to afford the title compound (2.42 g, 78%) as a solid.1H NMR (DMSO-d6) delta 2.33 (3H, s), 3.05 (3H, s), 7.47 (1H, s), 8.24 (1H, s), 9.44 (1H, brs).MS (ESI): m/z 221 (M+H)+, 219 (M-H)-.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,66909-38-4, 6-Chloro-4-methylpyridin-3-amine, and friends who are interested can also refer to it.

Reference:
Patent; PFIZER INC.; RENOVIS, INC.; US2012/88746; (2012); A1;,
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. 5006-66-6, name is 6-Oxo-1,6-dihydropyridine-3-carboxylic acid, molecular formula is C6H5NO3, 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. Safety of 6-Oxo-1,6-dihydropyridine-3-carboxylic acid

(d) 6-Hydroxynicotinic acid methyl ester (212) A suspension of 6-hydroxynicotinic acid (10.0 g, 71.9 mmol) in anhydrous CH2Cl2 (80 mL, plus 3 drops of DMF) was purged with nitrogen, cooled to 0 C., and treated with oxalyl chloride (7.53 mL, 86.3 mmol). After 18 h at room temperature, excess methanol was cautiously added. The reaction was evaporated and chromatographed (20% EtOAc in hexanes) to provide 2.74 g (25%) of the title compound.

With the rapid development of chemical substances, we look forward to future research findings about 5006-66-6.

Reference:
Patent; Bigge, Christopher Franklin; Bridges, Alexander James; Casimiro-Garcia, Agustin; Fakhoury, Stephen Alan; Lee, Helen Tsenwhei; Reed, Jessica; Schaum, Robert; Schlosser, Kevin Matthew; Sexton, Karen; Zhou, Hairong; US2003/171377; (2003); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem