Tag: M.W:100-200

Electric Literature of 1072-98-6 ,Some common heterocyclic compound, 1072-98-6, molecular formula is C5H5ClN2, 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-amino-5-chloropyridine (2.0 g, 16 mmol) [Matrix Scientific, 021118] in acetone (39 mL) was treated with ethyl bromopyruvate (2.2 mL, 16 mmol) and heated at 60 C for 45 min. The reaction mixture was cooled to 20 C and the suspension was filtered. The solid that was collected was washed with a small amount of cold acetone and dried in vacuo. The solid was diluted with ethanol (12 mL) and water (19 mL), heated at 65 C, and treated with sodium bicarbonate (1.6 g, 19 mmol) portionwise. The reaction mixture was cooled to 20 C and the suspension was filtered. The solid that was collected was washed with water (4 x 80 mL) and dried in vacuo to give the desired product (2.6 g, 74%). LCMS for Ci QHI 0CIN2O2(M+H)+: m/z = 225.1.

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. 1072-98-6, 2-Amino-5-chloropyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; INCYTE CORPORATION; COMBS, Andrew P.; LI, Yun-Long; YUE, Eddy W.; SPARKS, Richard B.; WO2011/75643; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 178421-21-1, Adding some certain compound to certain chemical reactions, such as: 178421-21-1, name is Ethyl 6-chloro-5-methylpicolinate,molecular formula is C9H10ClNO2, 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 178421-21-1.

Step 1: 2-Carboxamido-5-methyl-6-chloropyridine (IX). Dissolve 26 g of 2-ethoxycarbonyl-5-methyl-6-chloro-pyridine (crude oil containing about 60% of ester) in 130 ml of methanol.Add 200 ml of 32% aqueous ammonia and stir overnight at room temperature.The product is recovered by filtration and gives, after washing with water and drying under vacuum, 13 g of white crystals. m.p.=146 C.

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. 178421-21-1, Ethyl 6-chloro-5-methylpicolinate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Maurel, Jean-Louis; Bonnaud, Bernard; Ribet, Jean-Paul; Vacher, Bernard; US2004/116705; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 872355-72-1, Adding some certain compound to certain chemical reactions, such as: 872355-72-1, name is Ethyl 5-amino-3-methoxypicolinate,molecular formula is C9H12N2O3, 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 872355-72-1.

To a N,N-dimethylformamide (10 mL) solution of ethyl 3-methoxy-5-aminopyridine- 2- carboxylate (300 mg, 1.53 mmol) was added iodine (388 mg, 1.53 mmol)) and sodium metaperiodate (327 mg, 1.53 mmol). The reaction was then heated to 60 0C for 18 h. After cooling to room temperature, the reaction was poured into a solution of sodium metabisulfite. The solid thus separated was filtered, washed with water and dried under high vacuum (Yield: 350 mg).

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. 872355-72-1, Ethyl 5-amino-3-methoxypicolinate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SCIOS, INC.; WO2006/112828; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1721-23-9, 3-Cyano-2-methylpyridine, 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, SDS of cas: 1721-23-9, blongs to pyridine-derivatives compound. SDS of cas: 1721-23-9

1-Amino-3(2-methyl-3-pyridyl)2,5-naphthyridine To 5.9 of 3-cyano-2-methylpyridine dissolved in 30 ml. of dimethylformamide, gradually add 6.7 g. of potassium t-butoxide at about 5 C. Maintain the mixture at 5 C for 4-6 hours and quench the reaction in ice water. Collect the crystalline precipitate and recrystallize from toluene to yield 1-amino-3(2-methyl-3-pyridyl)-2,5-naphthyridine.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1721-23-9, 3-Cyano-2-methylpyridine, and friends who are interested can also refer to it.

Reference:
Patent; Schering Corporation; US4017500; (1977); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 105166-53-8 , The common heterocyclic compound, 105166-53-8, name is [2,2′-Bipyridin]-3-amine, molecular formula is C10H9N3, 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.

General procedure: Trifluoroacetic acid (0.75 mL, 0.009 mol) was added to a cooled (0 C) solution (4.5 mL CH2Cl2) of3-amino-2,2?-bipyridine (0.513 g, 0.003 mol), followed by isoamyl nitrite (0.61 mL, 0.004 mol). After 1 h,the diazonium salt of 3-amino-2,2?-bipyridine was precipitated out by cooling the reaction mixtureto -78 C, followed by the addition of diethyl ether (30 mL). The precipitate was filtered. A sample(2 mmol; 0.27 g) of indol-2-one was dissolved in dilute potassium hydroxide solution (15 mL) andcooled in a saltice bath and then cold diazonium solution was added to this cooled solution portionwise by stirring. The solution was further stirred at 0-5 C for 1 h. The pH of the reaction mixturewas maintained at 4-6 by the addition of solid sodium acetate in portions. The mixture was stirredfor 24 h at room temperature. The resulting solid was filtered, washed with cold water, and air-dried.Crystallization from ethanol gave yellow crystalline.(Z)-3-(2-(2,2?-bipyridin-3-yl)hydrazono)indolin-2-one (3), yellow solid (328 mg, 52%): 1H-NMR (600 MHz,DMSO): delta15.70 (s, 1H), 10.89 (s, 1H), 8.80 (d, J = 4.0 Hz, 1H), 8.50 (d, J = 8.1 Hz, 1H), 8.45 (dd, J = 8.4,1.3 Hz, 1H), 8.37 (dd, J = 4.3, 1.4 Hz, 1H), 8.04-7.98 (m, 1H), 7.62 (d, J = 7.4 Hz, 1H), 7.54-7.46 (m, 1H),7.25 (dd, J = 7.6, 6.7 Hz, 1H), 7.04 (t, J = 7.2 Hz, 1H), 6.92 (d, J = 7.7 Hz, 1H). 13C-NMR (151 MHz,DMSO) delta161.83, 156.74, 147.04, 142.28, 140.39, 139.61, 137.59, 137.13, 130.36, 128.95, 125.16, 123.13,121.90, 121.74, 121.61, 121.27, 119.08, 110.29. Elem. anal. calcd. for C18H13N5O, C 68.56, H 4.16, N 22.21.Found: C 68.48, H 4.09, N 21.88. IR (ATR) nu/cm-1: 3180, 3047, 1693, 1464, 1164, 798. m.p: 238-240 C.

The synthetic route of 105166-53-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; ?andrik, Robert; Tisovsky, Pavol; Csicsai, Klaudia; Donovalova, Jana; Gaplovsky, Martin; Sokolik, Robert; Filo, Juraj; Gaplovsky, Anton; Molecules; vol. 24; 14; (2019);,
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. 1122-61-8, name is 4-Nitropyridine, molecular formula is C5H4N2O2, 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. COA of Formula: C5H4N2O2

Example 15 4-Nitropyridine (124 mg, 1 mmol) and O-methylhydroxylamine (71 mg, 1.5 mmol) were dissolved in DMF (2 ml), and a resulting solution was added dropwise to a DMF solution (3 ml) containing potassium tert-butoxide (336 mg, 3 mmol) and zinc (II) chloride (136 mg, 1 mmol) at 25 C. After completion of the addition, the resulting mixture was at 25 C. for one hour and an aqueous saturated ammonium chloride solution (50 ml) was added, followed by extraction with ethyl acetate (80 ml). A resulting organic layer was dried over anhydrous magnesium sulfate, and then isolated and purified by subjecting to silica gel thin layer chromatography (eluent: ethyl acetate/hexane=1/1] to obtain 35 mg of 3-amino-4-nitropyridine (yield: 25%).

With the rapid development of chemical substances, we look forward to future research findings about 1122-61-8.

Reference:
Patent; Sumitomo Chemical Company, Limited; US5648496; (1997); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 65515-39-1, 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. 65515-39-1, name is 2-Methoxy-4,6-dimethylnicotinonitrile. A new synthetic method of this compound is introduced below.

(a) 2-methoxy-6-methyl-4-(pent-4-en-l-yl)nicotinonitrile To a solution of 2-methoxy-4,6-dimethylnicotinonitrile (1.115 g, 6.87 mmol) in THF (20 mL) was added LiHMDS (1 M in toluene, 7.22 mL, 7.22 mmol) at 0 C dropwise via syringe over 10 min, and the reaction was stirred at this temperature for 1 h. 4- Bromobut-l-ene (0.733 mL, 7.22 mmol) was added dropwise via syringe and the mixture was stirred from 0 C to room temperature overnight. The reaction was poured into saturated aqueous ammonium chloride (50 mL) and extracted with EtOAc (3 x 75 mL). The combined organics were dried over Na2S04, filtered, concentrated, and the residue purified by flash chromatography (0-20% EtOAc in hexanes, 40-g column, product fractions pooled and recolumned 0-10% EtOAc in hexanes, 40-g column) to afford 2- methoxy-6-methyl-4-(pent-4-en-l-yl)nicotinonitrile (619 mg, 42%) as a colorless oil. LC- MS(ES) m/z = 217 [M+H]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,65515-39-1, its application will become more common.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; KNIGHT, Steven David; LAFRANCE, Louis Vincent III; MCNULTY, Kenneth C.; ROMERIL, Stuart Paul; SEEFELD, Mark Andrew; WO2014/195919; (2014); 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. 59944-76-2, name is Thieno[2,3-b]pyridine-2-carboxylic acid, molecular formula is C8H5NO2S, 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: Thieno[2,3-b]pyridine-2-carboxylic acid

Coupling: Example 13 is obtained as a white salt (9% yield) using acid C102 according to Method A with non-critical changes. HRMS (FAB) calculated for C15H17N3OS+H: 288.1170, found 288.1175 (M+H)+.

With the rapid development of chemical substances, we look forward to future research findings about 59944-76-2.

Reference:
Patent; Wishka, Donn G.; Reitz, Steven Charles; Piotrowski, David W.; Groppi JR., Vincent E.; US2003/45540; (2003); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 66909-38-4, 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 66909-38-4, name is 6-Chloro-4-methylpyridin-3-amine. This compound has unique chemical properties. The synthetic route is as follows.

Compound 6-chloro-4-methylpyridin-3-amine 6a (6.75 g, 47.3 mmol), N-iodosuccinimide (12.95 g, 57.6 mmol), and N,N-dimethylformamide (100 mL) were mixed at 0C and stirred at room temperature for 15 hrs. Next, water (100 ml) was added, and the mixture was extracted with ethyl acetate (150 mL*3). The organic phases were combined, dried over anhydrous sodium sulfate, filtered to remove the desiccant, and concentrated to remove solvent under reduced pressure. The residue was purified by column chromatography on silica gel (petroleum ether/ethyl acetate= 10/1) to give a target product 6-chloro-2-iodo-4-methylpyridin-3-amine 6b (6.5 g, yellow solid), yield: 47%. MS m/z (ESI):269[M+1]

According to the analysis of related databases, 66909-38-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Beijing InnoCare Pharma Tech Co., Ltd.; CHEN, Xiangyang; PANG, Yucheng; (44 pag.)EP3409672; (2018); 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.10273-89-9, name is 2-(o-tolyl)pyridine, molecular formula is C12H11N, molecular weight is 169.22, as common compound, the synthetic route is as follows.Product Details of 10273-89-9

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.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,10273-89-9, 2-(o-tolyl)pyridine, and friends who are interested can also refer to it.

Reference:
Patent; THE UNIVERSITY OF MANCHESTER; LARROSA, Igor; SIMONETTI, Marco; CANNAS, Diego Maria; (94 pag.)WO2019/215426; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem